Process for resolving DL-Mandelic acid with novel 2-benzylamino-

Details Process for resolving DL-Mandelic acid with novel 2-benzylamino- Process for resolving DL-Mandelic acid with novel 2-benzylamino-

1978-12-08

1980-12-16

Trousof, Natalie

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

Organic compounds

Carboxylic acids and salts thereof

26050111, 562470, C07B 1900

Patent

active

042399122

ABSTRACT:
A process for resolving DL-Mandelic acid which comprises reacting at moderately elevated temperatures in a two-phase liquid mixture of water and a suitable water-immiscible organic solvent about equimolecular amounts of DL-Mandelic acid and an optically active 2-benzylamino-1-butanol, represented by formula (I), ##STR1## to form a crude mandelate salt, represented by formula (II), ##STR2## wherein X is chloro, bromo, fluoro, or nitro; said crude mandelate salt is recovered and purified by contact with a suitable solvent to obtain an optically pure mandelate salt, represented by formula (II); the optically active mandelate salt is hydrolyzed with aqueous sodium or potassium hydroxide in a two-phase liquid mixture to obtain an organic phase containing an optically active compound of formula (I) and an alkalized aqueous phase containing the sodium or potassium salt of an optically active mandelic acid. The latter is acidified and an optically active mandelic acid is recovered therefrom.

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