Phenylacetic acid, ethyl ester

SYNS BENZENEACETIC ACID, ETHYL ESTER (9CI) ETHYL BENZENEACETATE ETHYL PHENACETATE ETHYL-2-PHENYLETHANOATE ETHYL-a-TOLU-ATE FEMA No. 2452 PHENYLACETIC ACID, ETHYL ESTER a-TOLUIC ACID, ETHYL ESTER... 

Ethyl phenylacetate (ethyl phenacetate, ethyl benzeneacetate, phenylacetic acid ethyl ester, a-toluic acid ethyl ester) [101-97-3]... 

ETHYL-2-PHENYLETHANOATE ETHYL-a-TOLUATE PHENYLACETIC ACID, ETHYL ESTER a-TOLUIC ACID, ETHYL ESTER... 

Ethyl-2-phenylethanoate Ethyl-a-toluate Phenylacetic acid, ethyl ester a-Toluic acid ethyl ester... 

Artificial honey contains invert sugar (>50%), sucrose (<38.5%) water (<22%), ash (<0.5%) and, when necessary, saccharified starch products (<38.5%). The pH of the mixture should he >2.5. The aroma carrier is primarily phenylacetic acid ethyl ester and, occasionally, diacetyl, etc. Hydroxymethyl furfural content is 0.08—0.14%. The product is often colored with certified food colors. 

Hydroxy-3-(l-oxopropyl)phenylacetic acid ethyl ester, 1886... 

Acetic acid, butyl ester Acetic acid, pentyl ester Acetic acid, decyl ester Acetic acid, benzyl ester Acetic acid, benzyl ester Acetic acid, 1-cyclohexenyl ester Acetic acid, 3-cyclohexenyl ester Butyric acid, benzyl ester Phenylacetic acid, propyl ester Oleic acid, methyl ester Linoleic acid, methyl ester Linolenic acid, methyl ester Adipic acid, methyl ester Adipic acid, ethyl ester Adipic acid, diethyl ester Adipic acid, dipropyl ester Adipic acid, (methylethyl)ester Adipic acid,... 

F.48) Benzeneacetic acid, ethyl ester, ethyl phenylacetate, ethyl phenylethanoate, a-toluic acid, ethyl ester 1101-97-3] FEMA 2452... 

Ethyl Phenylacetate. Benzeneacetic acid ethyl ester t-toluic acid etbyl ester. C1(IH12Oj mol wt 164.20, C 73.14%. H 7.37%, O 19-49%. CfH5CH2COOC2H5. Prepd by heating benzyl cyanide with alcohol and H2S04 Adams,... 

Pbeaesterlne. Cholest-5-en-3p-oi 4-[bis< 2-chloro-ethyl)aminojbenzeneacetare p-[bis(2-chtoroethyi)amino]-phenylacetic acid cholesterol ester cholesteryl p-bis(2-ch]oro-ethyljaminophenylaeetate Fenesterin Fenestrin. CwH C j-NOumol wt 644.82. C 72.65%, H 9.22%, Cl 11.00%, N... 

Benzeneaoetio acid, ethyl ester ethyl phenylacetate 222-224 1053, 2389, 2544, 3266, 3555, 4249 ... 

To a stirred solution of 0.1 mmol (4R,VS)- and (45,l 5 )-4-(l -f rf-butoxycarbonyl-amino-2 -hydroxyethyl)-6-methyl-2-oxo-l,2,3,4-tetrahydropyrimidine-5-carboxylic acid ethyl ester in 1 mL anhydrous CH2CI2 were added 29 mg (R)-Qf-methoxy-a -(trifluoro-methyl)phenylacetic acid (0.12 mmol), 25 mg 1,3-dicyclohexylcarbodiimide (0.12 mmol), and a catalytic amount of 4-A, A-(dimethylamino)pyridine. The mixture was stirred for an additional 12 h at room temperature, then concentrated. The residue was taken into EtOAc, washed with saturated aqueous NaHCOs and brine, dried over Na2S04, and concentrated. The residue was purified by preparative TLC, affording the corresponding Mosher ester in almost quantitative yield. 

Benzeneacetic acid, 3,7-dimethyl-6-octenyl ester. See Citronellyl phenylacetate Benzeneacetic acid, 3,7-dimethyl-7-octenyl ester, (S)-. See Rhodinyl phenylacetate Benzeneacetic acid, ethyl ester. See Ethyl phenylacetate... 

Methyl phenylethyl ketone Methyl 2-phenylethyl ketone. See Benzylacetone 3-Methyl-3-phenyl glycidic acid ethyl ester. See Ethyl methylphenylglycidate Methylphenylglyoxal. See 1-Phenyl-1,2-propanedione Methyl phenylglyoxalate CAS 15206-55-0 EINECS/ELINCS 239-263-3 Synonyms Benzeneacetic acid, a-oxo-, methyl ester Methylbenzoylformate Methyl a-ketophenylacetate Methylphenylglyoxylate Oxo-phenylacetic acid methyl ester Classification Aromatic ester Empirical CgHaOs... 

This product is sufficiently pure for the preparation of phenylacetic acid and its ethyl ester, but it contains some benzyl tso-cyanide and usually develops an appreciable colour on standing. The following procedure removes the iso-cyanide and gives a stable water-white compound. Shake the once-distilled benzyl cyanide vigorously for 5 minutes with an equal volume of warm (60°) 60 per cent, sulphuric acid (prepared by adding 55 ml. of concentrated sulphuric acid to 100 ml. of water). Separate the benzyl cyanide, wash it with an equal volume of sa+urated sodium bicarbonate solution and then with an equal volume of half-saturated sodium chloride solution- Dry with anhydrous magnesium sulphate and distil under reduced pressure. The loss in washing is very small (compare n-Butyl Cyanide, Section 111,113, in which concentrated hydrochloric acid is employed). 

Ethyl phenylacetate may be prepared by the treatment of benzyl cyanide with alcohol and hydrochloric acid gas.1 It is much more convenient in the laboratory, however, to use sulfuric acid in place of hydrochloric acid in fact, the yields obtained are better than those recorded in the literature. This ester may also be made by the esterification of phenylacetic acid with hydrochloric acid and alcohol 2 or with alcohol and sulfuric acid 3 the following less important methods of preparation may be mentioned the action of benzyl magnesium chloride upon ethyl chlorocarbonate,4 and the action of copper on a mixture of bromobenzene and ethyl chloroacetate at 1800.5... 

Cyclopentolate Cyclopentolate, 2-(dimethylamino)ethylic ester of 1-hydroxycyclopentane-a-phenylacetic acid (14.1.39), is synthesized by the esterification of a-(l- droxycylopentyl) phenylacetic acid (14.1.38) using 2-dimethylaminoethylchloride, a-(l- Hydroxycyclopentyl) phenylacetic acid (14.1.38) is synthesized by reacting the sodium salt of phenylacetic acid with cyclopentanone in the presence of isopropylmagnesium bromide [30]. 

Immobilisation of an Acetobacter aceti strain in calcium alginate resulted in improvement of the operational stability, substrate tolerance and specific activity of the cells and 23 g phenylacetic acid was produced within 9 days of fed-batch cultivation in an airlift bioreactor [133]. Lyophilised mycelia of Aspergillus oryzae and Rhizopus oryzae have been shown to efficiently catalyse ester formation with phenylacetic acid and phenylpropanoic acid and different short-chain alkanols in organic solvent media owing to their carboxylesterase activities [134, 135] (Scheme 23.8). For instance, in n-heptane with 35 mM acid and 70 mM alcohol, the formation of ethyl acetate and propylphenyl acetate was less effective (60 and 65% conversion yield) than if alcohols with increased chain lengths were used (1-butanol 85%, 3-methyl-l-butanol 86%, 1-pentanol 91%, 1-hexanol 100%). This effect was explained by a higher chemical affinity of the longer-chain alcohols, which are more hydrophobic, to the solvent. 

The nucleus of the one-time widely prescribed prescribed COX-2 inhibitor, rofecoxib, better known by its trade name Vioxx , actually comprises a butenolide rather than a classical heterocycle. The drug was withdrawn from the market at full flood due to an unexpectedly high incidence of adverse cardiovascular side effects. The compound is included at this point to emphasize the breadth of the SAR for COX-2 anti-inflammatory agents. Reaction of phenylacetic acid (35-1) with ethyl bro-moacetate in the presence of triethylamine leads to the formation of the ester (35-2). Treatment of that intermediate with a strong base generates a carbanion at the benzyhc position in an intramolecular reaction, this attacks the terminal ester carbonyl to yield the butenolide (35-3). Reaction of that compound with triflic anhydride converts the... 

Later investigators alcoholyzed imidate salts of other monobasic acids to obtain ortho esters of acetic [13, 14], propionic [15], butyric, valeric, caproic, isocaproic, benzoic [16], and phenylacetic acids [17]. For the latter alcoholysis reactions, the reaction time varies from a few days for the production of methyl orthopropionate to six weeks for ethyl orthobenzoate. McElvain reported that the reaction time is drastically cut by carrying out the reaction in boiling ether [18] or petroleum ether [19]. These conditions provide a reaction temperature below the decomposition point of the imidate salt to the amide. 

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