Process for resolving dl-mandelic acid with novel...

Details Process for resolving dl-mandelic acid with novel... Process for resolving dl-mandelic acid with novel...

C - Chemistry, Metallurgy

07

C

260/531.9

C07C 59/11 (2006.01)

Patent

CA 1113119

Process For Resolving DL-Mandelic Acid 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), Image (I) to form a crude mandelate salt, represented by formula (II), Image (II) wherein X is chloro, bromo, fluoro, nitro or methyl; 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 man- delate 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 po- tassium salt of an optically active mandelic acid. The latter is acidified and an optically active mandelic acid is recovered therefrom.

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