Racemization process for an optically active carboxylic acid or

Details Racemization process for an optically active carboxylic acid or Racemization process for an optically active carboxylic acid or

1992-01-24

1993-06-22

Dees, Jos acu/e/ G.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acids and salts thereof

548572, 549499, 549 79, 560 10, 560 15, 560 51, 560 56, 560 61, 560100, 560105, 560122, 560123, 560124, 560125, 560126, 560152, 560226, 560227, 560265, C07B 5500

Patent

active

052217655

ABSTRACT:
A method for racemizing an optically active carboxylic acid, or ester thereof, of the formula: ##STR1## where R.sub.1 is hydrogen or C.sub.1 to C.sub.6 linear or branched alkyl; R.sub.2, R.sub.3 and R.sub.4 are different and are hydrogen or C.sub.1 to C.sub.6 linear or branched alkyl, C.sub.1 to C.sub.6 linear or branched haloalkyl, aralkyl, cycloalkyl, alkyl substituted cycloalkyl, C.sub.6 to C.sub.10 aryl, C.sub.1 to C.sub.6 linear or branched alkoxy, C.sub.6 to C.sub.10 aryloxy, C.sub.1 to C.sub.6 alkylthio, C.sub.2 to C.sub.8 cycloalkylthio, C.sub.6 to C.sub.10 arylthio, C.sub.6 to C.sub.10 arylcarbonyl, C.sub.4 to C.sub.8 cycloalkenyl, trifluoromethyl, halo, C.sub.4 to C.sub.5 heteroaryl, C.sub.10 to C.sub.14 aryl, or biphenyl unsubstituted or substituted with methyl or halo, comprising heating said optically active carboxylic acid or ester thereof in the presence of water at a temperature of from about 75.degree. C. to about 200.degree. C. in the presence of a catalytically effective amount of an aliphatic, aromatic or mixed aliphatic and aromatic tertiary amine for a time sufficient to racemize said carboxylic acid or ester thereof.

REFERENCES:
patent: 4767880 (1988-08-01), Wullbrandt et al.
patent: 4769486 (1988-09-01), Harada et al.
patent: 4946997 (1990-08-01), Larsen et al.

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