Lactic acid, ethyl ester

Actylol Acytol ethyl a-hydroxypropionate ethyl-2-hydroxy-propanoate ethyl-2-hydroxypropionate ethyl-S-(-)-2-hydr-oxypropionate 2-hydroxypropanoic acid ethyl ester lactic acid ethyl ester propanoic acid 2-hydroxy-ethyl ester Purasolv EL Solactol. 

Synonyms Ethyl 2-hydroxypropanoate Ethyl 2-hydroxypropionate Ethyl a-hydroxypropionate Ethyl-S(-)-2-hydroxypropionate 2-Hydroxypro-pionic acid ethyl ester Lactic acid ethyl ester Definition Ethyl ester of lactic acid commercial prod, is a racemic mixt. Empiricai CsH,oOs Formuia CHsCHOHCOOCiHs... 

S)-(-)-2-Hydroxypropionic acid, ethyl ester Lactic acid ethyl ester Propanoic acid, 2-hydroxy-, ethyl ester, (S)-... 

ETHYL LACTATE Lactic Acid, ethyl ester, Ethyl 2-hydroxy-proploate, Ethyl 2-hydroxy-propanoate Combustible Liquid, III 2 2 0... 

Hydroxy-3-methylbutyric acid 2-Hydroxybutyric acid, methyl ester Lactic acid, ethyl ester A24.il A 1.22 A 1.9 2-Methylbutane-1,2-diol 2-Methylbutane-1,4-diol 2-Methylbutane-2,3-diol C5H12O3 A33.7 A27.20 A12.9... 

Reaction of a metal lactate (such as silver lactate) with an alkyl haUde is a classic method of preparation of the ester, but it is too expensive to be of commercial relevance. Lactamide [2043-43-8] is another high yielding condensation product from lactic acid. It can be produced by aminolysis of dilactide or lactate ester such as methyl or ethyl lactate. 

Lactic acid is generally recognized as safe (GRAS) for multipurpose food use. Lactate salts such as calcium and sodium lactates and esters such as ethyl lactate used in pharmaceutical preparations are also considered safe and nontoxic (7). The U.S. Food and Dmg Administration fists lactic acid (all isomers) as GRAS and sets no limitations on its use in food other than current good manufacturing practice (46). 

Medium Boiling Esters. Esterificatioa of ethyl and propyl alcohols, ethylene glycol, and glycerol with various acids, eg, chloro- or bromoacetic, or pymvic, by the use of a third component such as bensene, toluene, hexane, cyclohexane, or carbon tetrachloride to remove the water produced is quite common. Bensene has been used as a co-solvent ia the preparatioa of methyl pymvate from pymvic acid (101). The preparatioa of ethyl lactate is described as an example of the general procedure (102). A mixture of 1 mol 80% lactic acid and 2.3 mol 95% ethyl alcohol is added to a volume of benzene equal to half that of the alcohol (ca 43 mL), and the resulting mixture is refluxed for several hours. When distilled, the overhead condensate separates iato layers. The lower layer is extracted to recover the benzene and alcohol, and the water is discarded. The upper layer is returned to the column for reflux. After all the water is removed from the reaction mixture, the excess of alcohol and benzene is removed by distillation, and the ester is fractionated to isolate the pure ester. 

Chemical Designations - Synonyms Ethyl Alpha-hydroxy-propionate Ethyl 2-hydroxypropanoate Ethyl DL-Lactate Lactic Acid Ethyl Ester Chemical Formula CH3CHOHCOOC2H3 Observable Characteristics - Physical State (as shipped) Liquid Color Colorless Odor Mild characteristic. 

Phenyl-ethyl alcohol can be prepared by numerous methods, several of which are the subject-matter of patents. It may be prepared, for example, by the conversion of phenyl-bromo-lactic acid into phenyl-acetaldehyde, and then reducing this body with sodium. Or it may be prepared by reducing phenyl-acetic esters with sodium and absolute alcohol in the folio-wing manner —... 

Simple 1,2,4-triazole derivatives played a key role in both the synthesis of functionalized triazoles and in asymmetric synthesis. l-(a-Aminomethyl)-1,2,4-triazoles 4 could be converted into 5 by treatment with enol ethers <96SC357>. The novel C2-symmetric triazole-containing chiral auxiliary (S,S)-4-amino-3,5-bis(l-hydroxyethyl)-l,2,4-triazole, SAT, (6) was prepared firmn (S)-lactic acid and hydrazine hydrate <96TA1621>. This chiral auxiliary was employed to mediate the diastereoselective 1,2-addition of Grignard reagents to the C=N bond of hydrazones. The diastereoselective-alkylation of enolates derived from ethyl ester 7 was mediated by a related auxiliary <96TA1631>. 

Lactic acid, ethyl ester 47 1.55 10.6 FALSE FALSE FALSE FALSE... 

Two methods of prepn are listed in Ref 3 a)By esterification of lactic acid with ethanol and b)By combining acetaldehyde with hydrocyanic. acid to form acetaldehyde cyanohydrin, and this is treated wi th ethanol HC1 to ethyl lactate. Used as a solvent for cellulose acetate and nitrate, other cellulose esters, resins, lacquers, paints and enamels Refs l)Beil 3, 264, 267, 280,(102,109) ... 

Dl-Lactic Acid, Ammonium Salt Lactic Acid, Ethyl Ester LAH... 

Lactamide has been prepared by the action of gaseous ammonia on ethyl lactate 3 and from lactic anhydride 4 and gaseous ammonia. It has been made also by the action of ammonia gas on lactide.5 The amide was obtained in excellent yields by treatment of the acetone condensation product of lactic acid with ammonia.6 Amides have been prepared by the reaction of liquid ammonia with esters at temperatures varying from — 330 to... 

Fruity flavor in dairy products is the result of ethyl ester formation, usually catalyzed by esterases from psychrotrophic or lactic acid bacteria. Ester formation by P. fragi involves liberation of butyric and ca-proic acids from the one and three positions of milk triglycerides and the subsequent enzymatic esterification of these fatty acids with ethanol (Hosono et al. 1974 Hosono and Elliott 1974). Consequently, among the esters formed, ethyl butyrate and ethyl hexanoate predominate. Pseudomonas-produced fruity flavor can occur in fluid milk, cottage cheese, and butter. 

Lactic acid is generally recognized as safe (GRAS) for multipurpose food use. Lactate salts such as calcium and sodium lactates and esters such as ethyl lactate used in pharmaceutical preparations are also considered safe and nonloxic. 

Fig. 3. GC-MS analysis showed different product patterns after aging PLLA in biotic and abiotic mineral medium. After 4 weeks in a) biotic mineral medium and b) sterile mineral medium. Peak identity Peak /=lactic acid peak 2=lactide peak 3=lactoyllactic acid and peak 4=ethyl ester of lactoyllactic acid...

Ethyl lactate is the ethyl ester of (+)-lactic acid. 

The second approach is to look for a suitable naturally occurring compound with a three carbon chain and a chirality centre as the starting material. The obvious candidates are lactic acid and alanine or one of their derivatives. The scheme shown on the right outlines two of the possible synthetic routes starting from (S)-lactic acid ethyl ester, which is both cheap and... 

Reactions of 3-substituted 2-(lV-phenylaminomethyl)piperazines with a slight excess of ethyl 2-chloroacetate under reflux afforded mixtures of 9-substituted 2-phenylperhydropyrido[l,2-a]pyrazin-3- and -4-ones, which could be separated by column chromatography [72JCS(P2)1374], When 2-[(3-trifluoromethylphenyl)aminomethyl]piperidine was heated with optically active ethyl 2-chloropropionate (87MIP1 91TA231), or lactic acid ethyl ester methanesulphonate (91TA231), the product was a C-9a epimeric mixture of 2-(3-trifluoromethylphenyl)-4-methylperhydropyrido[l,2-fl]-pyrazin-3-ones. The reaction between yV-methyl-2-piperidine-carboxamide and hydroxymaleic anhydride in pyridine resulted in 2,3-dimethyl-3-hydroxyperhydropyrido[l,2-a]pyrazine-l,4-dione (74CB2804). 

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