Process for resolving DL-mandelic acid

Details Process for resolving DL-mandelic acid Process for resolving DL-mandelic acid

1979-10-09

1981-03-31

Trousof, Natalie

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

Organic compounds

Carboxylic acids and salts thereof

26050117, 562470, 564503, C07B 2000

Patent

active

042595215

ABSTRACT:
An improved process is disclosed for resolving DL-mandelic acid using optically active 2-amino-1-butanol. The known process comprises: (a) reacting DL-mandelic acid with optically active 2-amino-1-butanol in an alcohol or alcohol mixture to form an optically active mandelate salt; (b) cooling and recovering the salt; (c) mixing the salt with water and distilling off any residual alcohol; (d) acidifying the mixture with a mineral acid; and (e) cooling and recovering the optically active mandelic acid.
The improvement comprises: recycling the mother liquor of step (b) into step (a); heating the mother liquor with an alkalizing agent to obtain a racemic solution; neutralizing the racemic solution to precipitate an alkali or alkaline earth metal salt; separating the metal salt; recycling the mother liquor from the separating step into step (a); and recycling the mother liquor from step (e) into step (c).

REFERENCES:
patent: 3686183 (1972-08-01), Dyson
Stoll et al., Helv. Chim Acta 26, p. 941, (1943).

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