Supporting information for J. Med. Chem., 1992, 35(16), , DOI: /jm00094a025 BLOOM
|
|
- Marilynn Malone
- 5 years ago
- Views:
Transcription
1 Supporting information for J. Med. Chem., 1992, 35(16), , DOI: /jm00094a025 BLOOM Terms & Conditions Electronic Supporting Information files are available without a subscription to ACS Web Editions. The American Chemical Society holds a copyright ownership interest in any copyrightable Supporting Information. Files available from the ACS website may be downloaded for personal use only. Users are not otherwise permitted to reproduce, republish, redistribute, or sell any Supporting Information from the ACS website, either in whole or in part, in either machine-readable form or any other form without permission from the American Chemical Society. For permission to reproduce, republish and redistribute this material, requesters must process their own requests via the RightsLink permission system. Information about how to use the RightsLink permission system can be found at Copyright 1992 American Chemical Society
2 M m) SUPPLEMENTAL MATERIAL- EXPERIMENTAL All compounds show an appropriate proton nmr spectrum. Melting points are uncorrected. Disodium (R,R)-5-[2-[[2-(3-Chlorophenyl)-2- hydroxyethyl]amino]propyl]-1.3-benzodioxole-2.2-dicarboxylate. 3 Carbamate 19 (10.0 g, 19.8 mmole) was heated to reflux in a solution of 2.5 sodium hydroxide (80 ml, 200 mmole). A white solid formed after 10 min, but disappeared upon prolonged heating. After heating for 24 h, the solution was cooled, acidified to ph 10 (3 HCl, 12 ml) and loaded onto a 47 cm x 5 cm column equipped with a scintered glass disk, packed with C18 silica (350 ml) which was first activated by washing with methanol (400 ml) and then dilute sodium hydroxide (ph 8.5, 400 ml). After loading, the inorganic impurities were eluted using 600 ml additional dilute sodium hydroxide (ph 8.5). eluted by washing with methanol (1000 ml). The product was then Evaporation of the methanol followed by addition of water (60 ml) and Celite filtration gave a clear brown solution. This solution was evaporated to a volume of ml and ethanol (500 ml) was added causing a white precipitate to form. ethanol, then ether, and dried in vacuo. The solid was collected, washed with fresh The yield of the white dry powder was 7.83 g (85%). [a]d26???=-26???± 1 (c=1.058, H2O). Anal. calcd. for C20H18NO7ClNa2 plus 1.9% H2O : C, 50.59;, 4.03; N, 2.95; Na, 9.68; Cl, 7.47 Found: C, 50.72; H, 4.39; N, 2.93; Na, 9.06; Cl, 7.44.
3 /A /. FABMS calcd for C20H19NO7ClNa2 (M+H) Chlorophenacyl chloride, 5 Sulfuryl chloride (121 ml; g; m/z , found 1.5 mole) was added in one portion to well stirred 3'-chloroacetophenone (260 ml; g, 2.0 mole) in a 4 L beaker. A period of vigorous gas evolution ensued. Stirring was continued for 30 min and then the reaction was diluted with 500 ml of methylene chloride and treated with about 1800 ml of saturated aqueous sodium bicarbonate solution. The layers were separated and the organic layer was further treated with ml portions of the bicarbonate solution. After drying over anhydrous magnesium sulfate the methylene chloride solution was concentrated to an oil in vacuo. This oil was distilled through a 12 inch Vigreux column. The fraction coming over at C at 350µ was collected. This fraction was crystallized, then recrystallized from heptane to give g (41%) of product, mp C (lit ). EI low resolution mass spectrum, m/z 188. (R)-l-(3-Chlorophenyl)-2-chloroethanol, 6 To a solution of 3.6 g (0.013 mol) asymmetric reduction catalyst 8 in 200 ml of THF at 25 C was added simultaneously a solution of 25.0 g (0.13 mol) of 5 in 85 ml of THF, and a solution of borane-thf complex (84.0 ml, 1.0, mol) over 0.5 h. mixture was stirred at 25 C for 1 h, poured into water (1 L) and extracted with ether (400 ml). The ether solution containing the product was washed with aq. NaHCO3, then brine, dried (MgSO4) and concentrated. The resulting cloudy liquid was distilled through a The short path (95-97 C, 400µ) to give g (87%) of a colorless, clear
4 - - liquid. ester. The ee (85%) was determined by NMR analysis of the Mosher [a]d26 =-31 ±l (c=1.181%). (R)-3-Chlorostyrene oxide, 7 A mixture of (R)-1 -(3-chlorophenyl)-2-chloroethanol (6) (18.66 g, mole), powdered potassium carbonate (75 g) and acetone (500 ml) was heated at reflux for 48 h. The mixture was filtered through Celite, concentrated, and distilled through a path (50-60 C, 25-50µ) to yield the product, a colorless liquid, short g (89%). The epoxide was stable in the freezer for long periods of time. [a]d26 =+10±l (c=1.02%, EtOH). Anal, calcd. for C8H9ClO: C, 62.15; H, 4.56; Cl, Found: C, 62.18; H, 4.53; Cl, (S)-N-(t-Butyloxycarbonyl)-3.4-dihydroxyphenylalanine, 10 A mixture of g (0.916 mole) of L-DOPA and 200 g (0.916 mole) of di-t-butyl dicarbonate in 1 L of DMF was heated at 70 C for 20 h under argon. The mixture was cooled and unreacted DOPA was removed by filtration (48 g of recovered DOPA). The filtrate was washed with ethyl acetate and the filtrate evaporated to yield a yellow oil. The oil was partioned between ethyl acetate (300 ml) and 300 ml of 5% citric acid solution. The ethyl acetate extract was washed with 300 ml of 5% citric acid and the combined aqueous layer was reextracted with ethyl acetate. The combined ethyl acetate extract was washed with brine, dried over anhydrous sodium sulfate, filtered, and the filtrate was evaporated to yield 182 g of orange foam (contains DMF) which was used in the next step without further purification.
5 (S)-N-(t-Butyloxycarbonyl)-3,4-dimethoxyphenylalanine ester, 11 methyl A mixture of 182 g (0.67 mole) of 10, 303 ml (691.0 g, 4.87 mole) of iodomethane and 846 g (6.13 mole) of anhydrous potassium carbonate in 2.0 L of acetone was heated at reflux for 16 h. The mixture was cooled, filtered, and the filtrate concentrated. The residue was taken up in 700 ml of ethyl acetate, washed with water (500 ml), brine (2 x 300 ml), dried over anhydrous magnesium sulfate and evaporated to yield an orange oil which solidified on standing, yielding 185 g (81% in two steps from L- DOPA) of a yellow solid. (c=0.586%, A sample was crystallized from EtOAchexane to yield a white solid, m.p C; [a]d26 =+4 +2 MeOH). Anal, calcd. for C17H25NO6: C, 60.16; H, 7.42;, Found: C, 59.86; H, 7.65; N, (S)-N-(t-Butyloxycarbonyl)-3,4-dimethoxyphenylalaninol, 12 To a cold (5 C) solution of 11 (191 g, THF was added portions over a period of 20 min mole) in 1.1 L of 15.0 g (0.689 mole) of lithium borohydride in for 20 min and then at 25* for 3 h under argon. The mixture was stirred at 8-10 C The mixture was cautiously diluted with 1.5 L of water, stirred for 5 min, 1.0 L of ethyl acetate was added and stirred for 1 h. The layers were separated and the aqueous layer was extracted with 600 ml of ethyl acetate. The combined ethyl acetate extracts were washed with brine, dried over anhydrous sodium sulfate, filtered and the filtrate was evaporated to dryness to yield 171 g (98%) of a white solid. The solid was recrystallized from ethyl acetate-hexane to yield 158 g (90%) of a white solid, m.p C; [a]d26???= (c=1.019%,
6 fw3c6v-/r)s MeOH). Anal. calcd. for C16H25N05: C, 61.72;, 8.09;, C, 61.56; H, 7.98; N, (S)-N-(t-Butyloxycarbonyl)-3,4-dimethoxyphenylalaninyl methanesulfonate, 13 Found: To an ice cold (0-5 C) solution of 143 g (0.459 mole) of 12 and triethylamine (245 ml,178 g, 1.76 mole) in 1400 ml of tetrahydrofuran was added dropwise a solution of 73 ml (108 g, mole) of methanesulfonyl chloride in 100 ml of THF at 5-10 C over a period of 45 min, and the resulting mixture was stirred at 10 C for 1 h under argon. The mixture was diluted with 1 L of water and extracted with 2 x 700 ml of ethyl acetate. The ethyl acetate extract was washed twice with 600 ml of 2 HCl, twice with 500 ml of 1 NaOH, brine, dried over anhydrous magnesium sulfate, and concentrated to dryness. The resulting solid was triturated with hexane, collected by filtration, washed with hexane and dried to yield 155 g (86%) of off-white solid. A sample was purified by flash chromatography to yield a white solid, m.p C; [a]d26 =-13 ±1 (c=1.006%, EtOH). Anal. calcd. for C17H27NSO4: C, 52.42; H, 6.99;, 3.60; S, Found: C, 52.37;, 7.07; N, 3.58; S, (R)-3,4-Dimethoxyamphetamine, 14 A solution of 13 (50 g, mole) in 200 ml of CH2Cl2 was passed through a pad of 200 g of Magnesol placed in Buchner funnel, and washed with an additional 4 x 200 ml portion of CH2Cl2. To this filtrate was added 100 ml of trifluoroacetic acid and the solution was stirred for 3 h. The solvent was evaporated in vacuo to
7 ft -3DMfo yield 77.0 g of thick oil which was taken up in absolute ethanol, treated with Darco, and filtered. The filtrate was added to 5 g of palladium hydroxide on carbon followed by 750 ml of absolute ethanol and 35 g of sodium acetate (ph 4). The resulting mixture was shaken on a Parr apparatus at 30 psi of hydrogen for 24 h, filtered through a pad of Celite, washed with ethanol and the filtrate was evaporated in vacuo to yield water, basified (ph 13) with 10 N an oil. The oil was taken up in NaOH and extracted with 3 x 150 ml of ether. The ether fraction was washed with brine, dried over anhydrous Na2SO4, and evaporated to yield 13.2 g (52%) of crude oil. The crude material from several such runs were combined and distilled on the Kugelrohr apparatus to yield a white solid, bp C/250u; [a]d26 =-31 ±1 (c=1.064%, EtOH). Anal. calcd. for C11H17NO2: C, 67.66; H, 8.78;, Found: C, 67.42; H, 8.63;, (R,R) 3-Chloro-(((2-(3,4-dimethoxyphenyl)-lmethylethyl)amino)methyl) benzenemethanol, 16 To a DMSO was added solution of g (0.748 mole) of 14 in 700 ml of 108 g (0.823 mole) of N-(trimethylsilyl)acetamide and the mixture was stirred at room temperature for 1 h under argon. A solution of R-3-chlorostyrene oxide ( g, mole) in 100 ml of DMSO was added and the resulting mixture was heated at C for 48 h. The mixture was poured into a mixture of ice and 150 ml of conc. HCl, stirred for 15 min and washed with 3 x 350 ml of ether. The aqueous solution was basified with 10 N of ether. anhydrous NaOH (200 ml) and extracted with 3 x 500 ml The ether extract was washed with brine, dried over Na2SO4,and evaporated to dryness to yield 247 g (94%) of
8 ZY)'3C6W7 a light yellow oil. step. The oil was used without purification in the next A sample was purified by flash chromatography to yield a colorless oil which solidified on standing to yield a white solid: m.p C; [a]d26 =-38 ±1 (c=1.041%, EtOH). Anal. calcd. for C19H24NClO3: C, 65.22;, 6.91;, 4.00; Cl, Found: C, 64.91; H, 6.99;, 3.70; Cl, (R,R)-5-(3-Chlorophenyl)-3-(2-(3,4-dimethoxyphenyl)-lmethylethyl)-2-oxazolidinone, 17 A mixture of 16 (245 g, 0.70 mole), 1,1'-carbonyldiimidazole (227 g,1.40 mole) and triethylamine (605 ml) in 1.3 L of THF was stirred at room temp, overnight under argon. The mixture was poured into 3.5 L of water and extracted with 3 x 800 ml of ether. The ether extract was thoroughly washed with 3 x 650 ml of 2 HCl, 3 x 600 ml of brine, dried over anhydrous MgSO4, filtered and the filtrate was evaporated to dryness to yield 234 g of beige oil. The oil was crystallized from a solution of ethyl acetate (220 ml) and hexane (200 ml) to yield 146 g of white crystalline material. The filtrate was concentrated to yield 80 g of oil, which was purified by preparative HPLC (EtOAc-hexane 1:4) of white crystalline material. to yield an additional 15 g The total purified yield was 161 g (57%), m.p C; [a]d26 =-39 ±l (c=0.858%, EtOH). Anal. calcd. for C20H22NClO4: C, 63.91;, 5.90; N, 3.73; Cl, Found: C, 64.21; H, 5.90;, 3.60; Cl, (R,R)-5-(3-Chlorophenyl)-3-(2-(3,4-dihydroxyphenyl)-lmethylethyl)-2-oxazolidinone, 18 To an ice cold (5 C) solution of (160 g,0.426 mole) of 17 in 1.2 L of CH2Cl2 was added dropwise a solution of 121 ml (320 g,
9 fw3c6«1.28 mole) of boron tribromide in 100 ml of CH2Cl2 over a period of 50 min (temp. 4-8 C), stirred at 6 C for 20 min and then at ambient temp for 45 min. The mixture was recooled and water was added cautiously (foaming), causing a solid to precipitate. mixture was stirred at 25 C for 1 of water and 2 L of CH2Cl2). The resulting h to obtain a clear solution (2.5 L The two layers were separated and the organic layer was washed with brine (white solid started to precipitate, which redissolved after addition of a small amount of ethyl acetate), dried over anhydrous Na2SO4, filtered and the filtrate was evaporated to an oil. white crystals, (110 g, 74%) m.p. Crystallization from ethyl acetate yielded C; [a]d26 =-62 ±l (c=1.018%, EtOH). Anal. calcd. for C18H18NClO4: C, 62.16; H, 5.22; N, 4.03; Cl, Found: C, 62.25;, 5.18; N, 3.94; Cl, (R,R)-5-(2-(5-(3-Chlorophenyl)-2-oxo-3-oxazolidinyl)propyl)-1,3- benzodioxole-2,2-dicarboxylic acid, diethyl ester, 19 A mixture of 18 (117.0 g, mole), diethyl dibromomalonate (114.6 g, 0.36 mole), and anhydrous K2CO3 (234 g, 1.69 mole) in 1.6 L of acetone was stirred at 25 C overnight. The mixture was filtered and concentrated to yield a yellow oil. oil was purified by preparative HPLC (Waters PrepPAK-500 silica column, toluene-acetone 20:1, 250 ml/min) to yield g (64%) of a yellow oil which solidified on standing, giving a white solid. sample was recrystallized from ethyl acetate-hexane to yield a white solid, m.p C; [a]d26 =-64 ±1 (c=1.044%, EtOH). Anal. calcd. for C25H26NClO8: C, 59.69;, 5.20; N, 2.78; Cl, Found: C, 59.73; H, 5.23; N, 2.66; Cl, The The
Supporting Information
Supporting Information Solid-phase Synthesis of Tertiary N-Methyl Amines Including Tropanes Michal Sienkiewicz, Ryszard Lazny* Institute of Chemistry, University of Bialystok, ul. Hurtowa 1, 15-399 Bialystok,
More informationFacile Synthesis of [(NHC)MCl(cod)] and [(NHC)MCl(CO) 2 ] (M= Rh, Ir) complexes
Electronic Supplementary Material (ESI) for Dalton Transactions. This journal is The Royal Society of Chemistry 2014 Facile Synthesis of [(NHC)MCl(cod)] and [(NHC)MCl(CO) 2 ] (M= Rh, Ir) complexes R. Savka
More informationStudent Handout Procedure
Student Handout Procedure Lab period 1: Reaction: Measure 0.75 g of solid cinnamic acid and 25 ml of your unknown alcohol in a 100 ml round bottom flask. Add a stir bar and stir solution until it is completely
More informationAnalytical Method for Coumaphos (Targeted to agricultural, animal and fishery products)
Analytical Method for Coumaphos (Targeted to agricultural, animal and fishery products) The target compound to be determined is coumaphos. 1. Instruments Gas chromatograph-flame thermionic detector (GC-FTD)
More informationEXTRACTION. Extraction is a very common laboratory procedure used when isolating or purifying a product.
EXTRACTION Extraction is a very common laboratory procedure used when isolating or purifying a product. Extraction is the drawing or pulling out of something from something else. By far the most universal
More informationPreparation 1: Chloroform
SECTION 3: General Lab Procedures Part 3: The Preparation of General Lab Chemicals General laboratory processes involve those chemical reactions where basic chemicals are being reacted, and produced. General
More informationPhotodegradable macromers and hydrogels for live cell encapsulation and release. Donald R. Griffin and Andrea M. Kasko*
Photodegradable macromers and hydrogels for live cell encapsulation and release Donald R. Griffin and Andrea M. Kasko* S1 Supporting information EXPERIMENTAL Materials 2-nitro-m-xylene (Acros, 98%), 3-hydroxy-acetophenone
More informationE25 ISOLATION OF A BIOLOGICALLY ACTIVE COMPOUND The isolation of caffeine from tea leaves
E25 ISLATI F A BILGICALLY ACTIVE CMPUD The isolation of caffeine from tea leaves ITRDUCTI The overwhelmin majority of bioloically active molecules are oranic compounds, e.. alcohol, salicylic acid and
More informationSupporting Information. Design and Synthesis of BACE1 Inhibitors with In
Supporting Information Design and Synthesis of BACE1 Inhibitors with In Vivo Brain Reduction of β-amyloid Peptides Britt-Marie Swahn,*, Karin Kolmodin, Sofia Karlström, Stefan von Berg, Peter Söderman,
More informationCHEM 321: EXTRACTION AND PURIFICATION OF CAFFEINE
CHEM 321: EXTRACTI AD PURIFICATI F CAFFEIE Structurally complex organic chemicals sometimes can be isolated easily from natural sources. More often, a complex compound of interest (an insect pheromone
More informationExtraction of Caffeine From Coffee or Tea
Extraction of Caffeine From Coffee or Tea Techniques Week ne Interpreting a Handbook (C 3) Extraction and Washing (C 15 & 37) Clamps and Clamping (C 19) Week Two Distillation (C20) Green Principles Less
More informationSynthesis 0732: Isolating Caffeine from Tea
Work Completed: 01.22.09 Work Submitted: 02.03.09 Synthesis 0732: Isolating Caffeine from Tea Abstract Caffeine was extracted from instant tea and purified by recrystallization. The yield was determined
More informationEXPLOSIVES PREPARATIONS
FIELD EXPEDIENT METHODS FOR EXPLOSIVES PREPARATIONS Scanned by NeXuS / ExCDiG InC. DESERT PUBLICATIONS ISBN 0-87947 -207-3 1977 DESERT PUBLICATIONS DESERT PUBLICATIONS Cornville, Arizona 86325 ii TABLE
More informationCHEM Experiment 4 Introduction to Separation Techniques I. Objectives
1 CHEM 0011 Experiment 4 Introduction to Separation Techniques I Objectives 1. To learn the gravity filtration technique 2. To learn the suction filtration technique 3. To learn about solvent extraction
More informationSYNTHESIS OF SALICYLIC ACID
26 SYNTHESIS OF SALICYLIC ACID The purpose of this experiment is to synthesize salicylic acid, a white organic solid that was extracted from willow bark by Hippocrates in the fifth century BC. At that
More informationEXTRACTION PROCEDURE
SPE Application Note for Multiresidue Exraction and Clean Up from Fruit and Vegetables This note outlines solid phase extraction (SPE) methodology for the multiresidue extraction and clean up of fruits
More informationDetermination of Pesticides in Coffee with QuEChERS Extraction and Silica Gel SPE Cleanup
Determination of Pesticides in Coffee with QuEChERS Extraction and Silica Gel SPE Cleanup UCT Part Numbers ECMSSC50CT-MP 50-mL centrifuge tube and Mylar pouch containing 4000 mg MgSO4 and 1000 mg NaCl
More informationTHE MAGIC OF CHEMISTRY SHOW
THE MAGIC OF CHEMISTRY SHOW WARNING: These demonstrations are potentially dangerous and should be prepared and performed by someone with a sound training in chemistry. FLAG SPRAYING Chemicals & Apparatus:
More informationAvocado. recipe or working method? WLODEK. Wlodzimierz S. BOREJSZA-WYSOCKI Ph.D. IR-4 Southern Regional Laboratory Research Director
Avocado recipe or working method? WLODEK Wlodzimierz S. BOREJSZA-WYSOCKI Ph.D. IR-4 Southern Regional Laboratory Research Director Food & Environmental Toxicology Laboratory Institute of Food and Agricultural
More informationBenzylamine via the delepine reaction
Benzylamine via the delepine reaction To a 1 L flat bottom boiling flask was added 289ml of anhydrous denatured ethanol, 12ml of water and 30g of crushed hexamine tablets. 27ml of benzyl chloride was then
More informationA novel method for screening peptides that bind to proteins by using multiple fluorescent amino acids as fluorescent tags
Electronic Supplementary Information A novel method for screening peptides that bind to proteins by using multiple fluorescent amino acids as fluorescent tags Mizuki Kitamatsu,* Midori Futami and Masahiko
More informationRoyal Society of Chemistry Analytical Division East Anglia Region National Schools' Analyst Competition
Royal Society of Chemistry Analytical Division East Anglia Region 2017 National Schools' Analyst Competition East Anglia Region Heat Thursday 20th April, 2017 School of Chemistry University of East Anglia
More informationChapter 14 Tex-619-J, Analysis of Water for Chloride and Sulfate Ions
Chapter 14 Tex-619-J, Analysis of Water for Contents: Section 1 Overview... 14-2 Section 2 Apparatus... 14-3 Section 3 Reagents... 14-4 Section 4 Procedures... 14-5 Section 5 Calculations... 14-6 Section
More informationGravimetric Analysis
Gravimetric Analysis In this experiment you will determine the concentrations of two ions in an unknown solution. The ions are Cu 2+ and Pb 2+. You will also determine the percent copper in an unknown.
More informationPrototocatechualdehyde methylenation. Photo-essay.
Prototocatechualdehyde methylenation. Photo-essay. What follows is a slight variation of the commonly referenced catechol methylenation procedure, easily found copied and pasted all over the internet.
More informationPECTINASE Product Code: P129
PECTINASE Product Code: P129 Enzyme for sample clarification prior to patulin analysis. For in vitro use only. P129/V1/02.06.16 www.r-biopharm.com Contents Page Test Principle... 3 Kit Components... 3
More informationBromine Containing Fumigants Determined as Total Inorganic Bromide
Bromine Containing Fumigants Determined as Total Inorganic Bromide Introduction: Fumigants containing bromine, mainly methyl bromide, are used for soil disinfection as well as postharvest treatment of
More informationAn Economic And Simple Purification Procedure For The Large-Scale Production Of Ovotransferrin From Egg White
An Economic And Simple Purification Procedure For The Large-Scale Production Of Ovotransferrin From Egg White D. U. Ahn, E. J. Lee and A. Pometto Department of Animal Science, Iowa State University, Ames,
More informationFigure 11.1 Derivatives of Salicylic Acid O C OH OCH3. Na + OH sodium salicylate. OH CH3 Acetylsaliclic acid Aspirin.
Experiment 11 heck-in; A. heck-in Be sure that all of your glassware is present in your locker at check-in time. nce you have checked-in you will be held responsible for missing or damaged glassware items.
More informationSequential Separation of Lysozyme, Ovomucin, Ovotransferrin and Ovalbumin from Egg White
AS 662 ASL R3104 2016 Sequential Separation of Lysozyme, Ovomucin, Ovotransferrin and Ovalbumin from Egg White Sandun Abeyrathne Iowa State University Hyunyong Lee Iowa State University, hdragon@iastate.edu
More informationOchratoxin A N H. N-{ [(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-7-yl]carbon yl}- L-phenylalanine
chratoxin A H H N H Cl N-{ [(3R)-5-chloro-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-7-yl]carbon yl}- L-phenylalanine C 20 H 18 ClN 6 MW: 403.81 CAS No.: 303-47-9 [Summary of ochratoxin A] chratoxin
More informationCHAPTER 4 ISOLATION OF ANTIFUNGAL COMPOUNDS FROM C. dentata (Burm.f) C.A. Sm.
CHAPTER 4 ISOLATION OF ANTIFUNGAL COMPOUNDS FROM C. dentata (Burm.f) C.A. Sm. 4.1. INTRODUCTION 4.1.1. Compounds isolated from Cornaceae family Reports concerning isolation of compounds from Curtisia dentata
More informationTitle: Reagents Copy No: ## SOP No.: 3.13/3.1/S Effective Date: July 8, 2013 Location: ### Reagents
QSM Approval: Reagents 1. Introduction Laboratory reagents are used in all procedural steps during the course of sample preparation. To ensure that reagents are of known quality and purity and free of
More informationFAT, TOTAL (Hydrolysis)
FATTO.01-1 FAT, TOTAL (Hydrolysis) PRINCIPLE The major portions of the native fats in corn starch are bound in a manner as to render them unextractable by the usual methods of solvent extraction. When
More informationExtraction of Acrylamide from Coffee Using ISOLUTE. SLE+ Prior to LC-MS/MS Analysis
Application Note AN796 Extraction of Acrylamide from Coffee using ISOLUTE SLE+ Page 1 Extraction of Acrylamide from Coffee Using ISOLUTE SLE+ Prior to LC-MS/MS Analysis This application note describes
More informationGravimetric Analysis
Experiment 1: Gravimetric Analysis with Calcium Chloride and Potassium Carbonate In this experiment, proper analytical experimental techniques will be utilized to perform a double displacement reaction.
More information2. Other constituents in the sample solution should not interfere with the precipitation of the component of interest.
EXPERIMENT 15 Percentage Yield of Lead (II) Iodide in a Gravimetric Analysis INTRODUCTION In a gravimetric analysis, a substance is treated so that the component of interest is separated either in its
More informationDetermination of Melamine Residue in Milk Powder and Egg Using Agilent SampliQ Polymer SCX Solid Phase Extraction and the Agilent 1200 Series HPLC/UV
Determination of Melamine Residue in Milk Powder and Egg Using Agilent SampliQ Polymer SCX Solid Phase Extraction and the Agilent 1200 Series HPLC/UV Application Note Food Safety Authors Chen-Hao Zhai
More informationSeparations. Objective. Background. Date Lab Time Name
Objective Separations Techniques of separating mixtures will be illustrated using chromatographic methods. The natural pigments found in spinach leaves, β-carotene and chlorophyll, will be separated using
More informationRESOLUTION OIV-OENO ANALYSIS OF VOLATILE COMPOUNDS IN WINES BY GAS CHROMATOGRAPHY
RESOLUTION OIV-OENO 553-2016 ANALYSIS OF VOLATILE COMPOUNDS IN WINES BY GAS CHROMATOGRAPHY THE GENERAL ASSEMBLY, In view of Article 2, paragraph 2 iv of the Agreement of 3 April 2001 establishing the International
More informationExperiment 3: Separation of a Mixture Pre-lab Exercise
1 Experiment 3: Separation of a Mixture Pre-lab Exercise Name: The amounts of sand, salt, and benzoic acid that will dissolve in 100 g of water at different temperatures: Temperature 0 C 20 C 40 C 60 C
More informationDetermination of Methylcafestol in Roasted Coffee Products According to DIN 10779
Deteration of Methylcafestol in Roasted Coffee Products According to DIN 1779 Application Note Food Testing & Agriculture Food Authenticity Author Edgar Naegele Agilent Technologies, Inc. Waldbronn, Germany
More informationSeparating the Components of a Mixture
Separating the Components of a Mixture Introduction: Mixtures are not unique to chemistry; we encounter them on a daily basis. The food and drinks we consume, the fuel we use in our vehicles, building
More information(12) Patent Application Publication (10) Pub. No.: US 2003/ A1
US 200301.38537A1 (19) United States (12) Patent Application Publication (10) Pub. No.: US 2003/0138537 A1 Bailey et al. (43) Pub. Date: Jul. 24, 2003 (54) METHODS OF PREPARING IMPROVED (22) Filed: Dec.
More information(12) United States Patent
US007582325B2 (12) United States Patent Giori () Patent No.: (45) Date of Patent: Sep. 1, 2009 (54) PROCESS FOR THE PREPARATION OF TOMATO EXTRACTS WITH HIGH CONTENT IN LYCOPENE (75) Inventor: Andrea Giori,
More informationSTUDYING CHEMICAL CONSTITUENTS OF Nelumbo nucifera PLANTS, CULTIVATED IN HANOI
STUDYING CHEMICAL CONSTITUENTS OF Nelumbo nucifera PLANTS, CULTIVATED IN HANOI PHAM HUU DIEN *, TA THI NHAN **, NGUYEN THI THUY DUONG ***, HA THI BINH **** ABSTRACT Nelumbo nucifera flower oil, collected
More informationC27 Chromatography. Collect: Column Mortar and pestle Dropper (229 mm) Capillary tube TLC plate Aluminum foil UV light
C27 Chromatography (2017/04/24) Collect: Column Mortar and pestle Dropper (229 mm) Capillary tube TLC plate Aluminum foil UV light Prepare: Green leaves Beaker (30 100 ml) Erlenmeyer flask (50, 125 ml)
More informationDNA Extraction from Radioative Samples Grind plus kit Method
DNA Extraction from Radioative Samples Grind plus kit Method 4 th Edition 2017.5.24 To extract DNA from radioactive sediment samples with low biomass, we are currently not allowed to use chloroform or
More informationLab 2. Drug Abuse. Solubility and Colligative Properties of Solutions: Coffee, Soda, and Ice Cream
Lab 2. Drug Abuse. Solubility and Colligative Properties of Solutions: Coffee, Soda, and Ice Cream How do I make a stronger cup of coffee? How do I make ice cream? Prelab Spend 5 minutes doing the following
More informationCOMPENDIUM OF INTERNATIONAL METHODS OF ANALYSIS - OIV Volatile acidity. Volatile Acidity
Method OIV-MA-AS313-02 Type I method Volatile Acidity 1. Definition The volatile acidity is derived from the acids of the acetic series present in wine in the free state and combined as salts. 2. Principle
More informationFiltering and evaporation
Filtering and evaporation How can we get clean water? STARTER Match the equipment diagrams to the correct names. Beaker Evaporating Basin Pestle and Mortar Bung Conical Flask Spatula Pipette Measuring
More information3. Aspirin Analysis. Prelaboratory Assignment. 3.1 Introduction
In this experiment, you will analyze the purity of your crude and recrystallized aspirin products using a method called thin layer chromatography (TLC). You will also determine the percent yield of your
More informationJournal of Chemical and Pharmaceutical Research, 2017, 9(9): Research Article
Available online www.jocpr.com Journal of Chemical and Pharmaceutical Research, 2017, 9(9):135-139 Research Article ISSN : 0975-7384 CODEN(USA) : JCPRC5 The Identification and Quantitation of Thymol and
More informationEXTRACTION OF SEDIMENTS FOR BUTYLTINS
EXTRACTION OF SEDIMENTS FOR BUTYLTINS Juan A. Ramirez, Donell S. Frank, Susanne J. McDonald, and James M. Brooks TDI-Brooks International/B&B Laboratories Inc. College Station, Texas 77845 ABSTRACT Determining
More informationComparative determination of glycosides in senna by using different methods of extraction (Soxhlet, maceration and ultrasonic bath)
1 Experiment 1, 2 and 3 Comparative determination of glycosides in senna by using different methods of extraction (Soxhlet, maceration and ultrasonic bath) Aim: determine the yield among different extraction
More information15. Extraction: Isolation of Caffeine from Tea
15. Extraction: Isolation of Caffeine from Tea In this experiment you will isolate a compound from a natural source using two extraction techniques. Such compounds are often referred to as natural products.
More informationAnalysis of Beta-Carotene and Total Carotenoids from Pacific Sea Plasma (Spectrophotometric Method)
Analysis of Beta-Carotene and Total Carotenoids from Pacific Sea Plasma (Spectrophotometric Method) Background: Spirulina has several carotenoids, the major components being β-carotene, zeaxanthin, echinenone,
More informationSeparation of Ovotransferrin and Ovomucoid from Chicken Egg White
Animal Industry Report AS 662 ASL R3105 2016 Separation of and from Chicken Egg White Sandun Abeyrathne Iowa State University Hyunyong Lee Iowa State University, hdragon@iastate.edu Dong U. Ahn Iowa State
More informationBenchtop Evaluations of Tampering with Pharmaceutical Dosage Forms
Benchtop Evaluations of Tampering with Pharmaceutical Dosage Forms Opioid Abuse Resistance Conference Philip A. Goliber, Ph.D. Andrew s Enterprises, LLC October 5 Tampering To interfere so as to weaken
More informationLab 2. Drug Abuse. Solubility and Colligative Properties of Solutions: Coffee, Soda, and Ice Cream
Lab 2. Drug Abuse. Solubility and Colligative Properties of Solutions: Coffee, Soda, and Ice Cream How do I make a stronger cup of coffee? How do I make ice cream? Prelab Spend 5 minutes doing the following
More informationSeparation of a Mixture
Separation of a Mixture The isolation of pure components of a mixture requires the separation of one component from another. Chemists have developed techniques for doing this. These methods take advantage
More informationEXPERIMENT #3: Extraction and Drying Agents: Extraction of Caffeine from Tea
EXPERIMENT #3: Extraction and Drying Agents: Extraction of Caffeine from Tea Chem 241, Lab Section In this experiment we will extract caffeine from tea leaves while learning several new laboratory techniques,
More informationMILK ADULTERATION. By, Gautami Shirsat Grisha Dialani Sushmita Suman
MILK ADULTERATION By, Gautami Shirsat Grisha Dialani Sushmita Suman CONSUMER SURVEY Average consumption per day 1 lit. Type of consumption Directly as milk or in tea Mostly preferred Buffalo Milk Consumers
More informationINTERNATIONAL STANDARD
INTERNATIONAL STANDARD ISO 10727 Second edition 2002-07-15 Tea and instant tea in solid form Determination of caffeine content Method using high-performance liquid chromatography Thé et thé soluble sous
More informationThe Separation of a Mixture into Pure Substances
The Separation of a Mixture into Pure Substances The experiment is designed to familiarize you with some standard chemical techniques and to encourage careful work in separating and weighing chemicals.
More informationKCET CHEMISTRY ANSWER KEYS ( )
KCET CHEMISTRY ANSWER KEYS (19.04.2018) 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 B C A D A B B B D C B C A B C 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 B D C B C A A C D A D B B B B 31 32 33 34 35 36 37
More informationExperiment 6 Thin-Layer Chromatography (TLC)
Experiment 6 Thin-Layer Chromatography (TLC) OUTCOMES After completing this experiment, the student should be able to: explain basic principles of chromatography in general. describe important aspects
More informationOrganic Chemistry 211 Laboratory Gas Chromatography
MATERIALS Organic Chemistry 211 Laboratory Gas Chromatography Computer vials of: Logger Pro ethyl acetate Vernier Mini GC butyl acetate Temperature Probe collected fractions from Exp. 5 1 L glass syringe
More informationNotes on acid adjustments:
Notes on acid adjustments: In general, acidity levels in 2018 were lower than normal. Grape acidity is critical for the winemaking process, as well as the quality of the wine. There are 2 common ways to
More informationScheme 2 N-Benzylation
.Research Module: Scheme 2. -Benzylation of -H Pyrazolidinones 3. 3 6. 60 Scheme 2 -Benzylation Synthesis of -Benzyl Pyrazolidinones R 1 3a-e H H + H 4 Benzaldehyde 106 g/mol 1.045 g/ml 102 ml/mol Methanol
More informationCopyright JnF Specialties, LLC. All rights reserved worldwide.
www.quality-control-plan.com/copyright.htm PROCEDURE FOR PREPARING STANDARD REAGENTS, MISCELLANEOUS SOLUTIONS, AND INDICATORS (mo/yr) Revisions Rev: Letter E.O. Number - Description Date Used On Contract#:
More information2,4-D (020) The 2001 Meeting received information on GAP and supervised residue trials for the postharvest use of 2,4-D on lemons and oranges.
91 2,4-D (2) EXPLANATION 2,4-D was evaluated for residues within the CCPR Periodic Review Programme by the JMPR in 1998. The Meeting recommended numerous MRLs including an MRL of.1 mg/kg for grapefruit
More information1. Blender: Osterizer, 10-speed, or equivalent. 2. Separatory Funnel: Kilborn or equivalent (see figure 1) 2. HCl Solution: HCl/water (7:93 by volume)
EXTER.01-1 INFESTATION IN WHOLE CORN PRINCIPLE Whole corn is suspended in aqueous borax solution to float insects and insect fragments, which are collected on filter paper for microscopic identification
More informationList of Dead Stock to be Disposal
Annexure - 1 List of Dead Stock to be Disposal Sr. No Disposal Item Name Qty Total Amount 1 Broken chairs 45 2 Class Room Bench 7 3 Big size iron cabinet 3 4 Iron grill window 10 5 Iron door 3 6 Iron shade
More informationIn Vitro NER Assay. Auble Lab. Reagents:
In Vitro NER Assay Reagents: Water YPD Yeast extraction Buffer (200 ml): 0.2 M Tris-acetate (ph 7.5) (40 ml), 0.39 M (NH 4 ) 2 S0 4 (78 ml), 10 mm MgSO 4 (2 ml), 20% Glycerol (40 ml), 1mM EDTA (ph8.0)
More informationDNA extraction method as per QIAamp DNA mini kit (Qiagen, Germany)
APPENDIX 3 (MOLECULAR TECHNIQUES) 3.2.2a) DNA extraction method as per QIAamp DNA mini kit (Qiagen, Germany) Two hundred microliters (200 µl) of the EDTA blood was added to 200 µl of Buffer AL and 20 µl
More informationChemistry Chip Cookies
Introduction Chemistry Chip Cookies A Mole Day Activity The following recipe for chemistry chip cookies provides a fun and interesting activity to celebrate Mole Day, October 23! The activity offers a
More informationLAB: One Tube Reaction Part 1
AP Chemistry LAB: One Tube Reaction Part 1 Objective: To monitor and document the chemical changes occurring in a single test tube containing a predetermined mixture of chemicals. Materials: test tube,
More informationCHAPTER XI STUDY OF STEROIDAL SAPOGENINS
CHAPTER XI STUDY OF STEROIDAL SAPOGENINS 1 STUDY OF STEROIDAL SAPOGENINS The present investigation describes the isolation and identification of Steroidal Sapogenins from roots, shoots and fruits of Abutilon
More informationSUPPORTING INFORMATION. The Discovery of A-893, A New Cell-Active Benzoxazinone Inhibitor of Lysine Methyltransferase SMYD2.
SUPPORTING INFORMATION The Discovery of A-893, A New Cell-Active Benzoxazinone Inhibitor of Lysine Methyltransferase SMYD2. Ramzi F. Sweis, *, Zhi Wang, Mikkel Algire, Cheryl H. Arrowsmith,, Peter J. Brown,
More informationGeneral overview of the two stages of the QuEChERS technique. Stage 1: Sample extraction. Stage 2: Sample cleanup
QuEChERS Sample Preparation Procedures cat.# 25847, 25848, 25849, 25850, 25851, 25852, 26123, 26124, 26125, 26126, 26215, 26216, 26217, 26218, 26219, 26220, 26221, 26222, 26223, 26224, 26225, 26226, 26242,
More informationScheme 2 Option N-Benzylation via Alkyl Halide
Research Module: Scheme 2A. -Benzylation Using Benzyl Bromide 63 Scheme 2 ption -Benzylation via Alkyl Halide Synthesis of -Benzyl Pyrazolidinones R 1 3a-e + H Br 2 H 8 Benzyl Bromide 171 g/mol 1.438 g/ml
More informationEXTRACTION OF SEDIMENTS FOR AROMATIC AND CHLORINATED HYDROCARBONS
EXTRACTION OF SEDIMENTS FOR AROMATIC AND CHLORINATED HYDROCARBONS Juan. A. Ramirez, Bo Wang, Donell S. Frank, Thomas. J. McDonald, Rebecca Price, Susanne J. McDonald and James M. Brooks TDI-Brooks International./B&B
More informationGB Translated English of Chinese Standard: GB NATIONAL STANDARD
Translated English of Chinese Standard: GB5009.6-2016 www.chinesestandard.net Sales@ChineseStandard.net GB NATIONAL STANDARD OF THE PEOPLE S REPUBLIC OF CHINA GB 5009.6-2016 National food safety standard
More informationEnvironmentally benign and catalytic processes Solvents
Environmentally benign and catalytic processes Solvents Béla Simándi, Edit Székely BME Kémiai és Környezeti Folyamatmérnöki Tanszék simandi@mail.bme.hu Scope of presentation Solvents in medicinal products,
More informationTable 1: Experimental conditions for the instrument acquisition method
PO-CON1702E The Comparison of HS-SPME and SPME Arrow Sampling Techniques Utilized to Characterize Volatiles in the Headspace of Wine over an Extended Period of Time Pittcon 2017 1430-11P Alan Owens, Michelle
More informationSolid Phase Micro Extraction of Flavor Compounds in Beer
Solid Phase Micro Extraction of Flavor Compounds in Beer ANNE JUREK Reducing Carryover in Environmental Water Samples Application Note Environmental Author Anne Jurek Applications Chemist EST Analytical
More informationProblems and Questions Stoichiometry Hour:
Chemistry Name: Problems and Questions Stoichiometry Hour: Answer the following questions using complete sentences when necessary. On numerical problems, show all work, circle your answers, and follow
More informationZoe Grosser, Vinson Leung, Jim Fenster, Brian LaBrecque Horizon Technology, Inc., Salem, NH USA
Zoe Grosser, Vinson Leung, Jim Fenster, Brian LaBrecque Horizon Technology, Inc., Salem, NH USA To develop an automated SPE method for the extraction of 20 organochlorine pesticides using an established,
More informationTSKgel TECHNICAL INFORMATION SHEET No. 131
TSKgel TECNICAL INFORMATION SEET No. Analysis of Synthetic Sweeteners in Coffee by PLC Synthetic sweeteners are used in many foods because they have fewer calories than sugar. Acesulfame potassium (Acesulfame-K),
More informationTHREE NEW HIGHLY CONDENSED RESVERATROL OLIGOMERS FROM INDONESIAN VATICA PAUCIFLORA BLUME (DIPTEROCARPACEAE)
TREE NEW IGLY CNDENSED RESVERATRL LIGMERS FRM INDNESIAN VATICA PAUCIFLRA BLUME (DIPTERCARPACEAE) Sri Atun a, S. A. Achmad a, E.. akim a, Y. M. Syah a, N. Aimi b,. Takayama b, M. Kitajima b, K. Takeya c,
More informationHigher Resolution Separation of Organic Acids and Common Inorganic Anions in Wine
Application Note 73 Higher Resolution Separation of Organic Acids and Common Inorganic Anions in Wine INTRODUCTION The flavors imparted by wine are in part due to its organic acid composition. Tartaric,
More informationEDICT ± OF GOVERNMENT
EDICT ± OF GOVERNMENT Inordertopromotepubliceducationandpublicsafety,equal justiceforal,abeterinformedcitizenry,theruleoflaw,world tradeandworldpeace,thislegaldocumentisherebymade availableonanoncommercialbasis,asitistherightofal
More informationPractical 1 - Determination of Quinine in Tonic Water
Practical 1 - Determination of Quinine in Tonic Water Introduction Quinine has a fluorescence and a UV absorbance and so can be quantified using either of these. In the method described here the absorbances
More informationSequencial insertion of three different organometallics into a versatile building block containing a PNA backbone
C003598J Electronic Supporting Information Sequencial insertion of three different organometallics into a versatile building block containing a PA backbone Malay Patra, a Gilles Gasser,* a# Dmitriy Bobukhov,
More informationINVITATION FOR QUOTATION. TEQIP-III/2018/mmug/Shopping/24
INVITATION FOR QUOTATION TEQIP-III/2018/mmug/Shopping/24 04-July-2018 To, Sub: Invitation for Quotations for supply of Goods Dear Sir, 1. You are invited to submit your most competitive quotation for the
More information(12) Patent Application Publication (10) Pub. No.: US 2004/ A1
US 2004O241299A1 (19) United States (12) Patent Application Publication (10) Pub. No.: US 2004/0241299 A1 Zhang (43) Pub. Date: (54) FUNCTIONAL WATER Publication Classification (75) Inventor: Shi Qiu Zhang,
More informationTHIN LAYER CHROMATOGRAPHY AND MELTING POINT DETERMINATION: DETECTION OF CAFFEINE IN VARIOUS SAMPLES
EXPERIMENT 8 THIN LAYER CHROMATOGRAPHY AND MELTING POINT DETERMINATION: DETECTION OF CAFFEINE IN VARIOUS SAMPLES Additional Resources http://orgchem.colorado.edu/hndbksupport/tlc/tlc.html http://coffeefaq.com/caffaq.html
More informationRapid Analysis of Soft Drinks Using the ACQUITY UPLC H-Class System with the Waters Beverage Analysis Kit
Rapid Analysis of Soft Drinks Using the ACQUITY UPLC H-Class System with the Waters Beverage Analysis Kit Mark E. Benvenuti, Raymond Giska, and Jennifer A. Burgess Waters Corporation, Milford, MA U.S.
More informationT Free Distillate 2085
T Free Distillate 2085 Evergreen State Holdings Date Sampled: 12/17/18 00:00 Date Accepted: 12/17/18 Sample ID: G8L0307-03 Results at a Glance Total CBD : 92.35 % Residual Solvent Analysis : PASS T Free
More information