Process for the manufacture of optically active, optionally subs

Details Process for the manufacture of optically active, optionally subs Process for the manufacture of optically active, optionally subs

1978-08-28

1980-11-11

Trousof, Natalie

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

Organic compounds

Carboxylic acids and salts thereof

562443, 562444, 562449, 260465E, C07B 1900

Patent

active

042334560

ABSTRACT:
Optically active 2-amino-2-phenylacetic acid of the formula ##STR1## in which R.sub.1, R.sub.2 and R.sub.3, which are identical or different, denote hydrogen, halogen, hydroxy, alkyl, acyl, or alkoxy, is prepared by asymmetrical transformation of a corresponding DL-aminophenylacetonitrile with L(+)-tartaric acid. To this end the corresponding DL-2-amino-2-phenyl-acetonitrile is reacted with approximately equimolar amounts of L(+)-tartaric acid in the presence of at least one alkanol having from 1 to 5 carbon atoms and/or at least one carbonyl compound at a temperature of from 0.degree. to 50.degree. C. and the mixture is stirred for 2 to 120 hours at the indicated temperature. The crystallized transformation product is separated, hydrolyzed by treatment with an acid and the desired product is isolated.

REFERENCES:
patent: 3385852 (1968-05-01), Casadio
patent: 3422132 (1969-01-01), Fuchs
patent: 3536726 (1970-10-01), Fink et al.
patent: 3808254 (1974-04-01), Matthews
patent: 3832388 (1974-08-01), Lorenz
patent: 3887606 (1975-06-01), Phillipps et al.
patent: 3976680 (1976-08-01), Clark et al.
patent: 4072698 (1978-02-01), Hylton et al.
patent: 4093653 (1978-06-01), Boesten
Houben-Weyl, Methoden Der Organischen Chemie, 4th Ed., vol. IV/2, pp. 511-513, Georg Thieme Verlag, Stuttgart, (1955).

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