Patent · US Expired

Process for resolving DL-Mandelic acid with novel 2-benzylamino-1-butanols

US4239912A · kind A · utility

3Cited by
9References
6Claims
0Family size

Assignee

Inventor

Key dates

Filing dateDec 8, 1978
Grant dateDec 16, 1980
Priority date
Expiry dateDec 8, 1998

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07C59/50
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

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.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.