Patent ID: 6051734
Filing Date: 2000-04-18
Classification: C07C

Abstract:
A process for the optical resolution of racemic 3-(p-chlorophenyl)glutaramide into its R isomer:R-COOHwherein R is ##STR5## and its S isomer; S-COOH wherein S is ##STR6## which process includes the steps of either; (1) reacting racemic 3-(p-chlorophenyl)-glutaramide dissolved in a suitable solvent with S-(--)-.alpha.-methylbenzylamine of the formula: H.sub.2 N-S'wherein S' is ##STR7## (2) precipitating out of the solution of step (1) R-CO.sub.2 .sup.-H.sub.3 +N-S';(3) dissolving the precipitate of step (2) in water, with the addition of a suitable acid; and(4) precipitating out of the solution of step (3) R-COOH; or(5) reacting racemic --3-(p-chlorophenyl)-glutaramide dissolved in a suitable solvent with R-(+)-.beta.-methylbenzylamine of the formula: H.sub.2 N-R'wherein R' is ##STR8## (6) precipitating out of the solution of step (5) S-CO.sub.2 -H.sub.3 +N-R';(7) dissolving the precipitate of step (6) in water, with the addition of a suitable acid; and(8) precipitating out of the solution of step (7) S-COOH.