Patent ID: 9199930
Filing Date: 2015-12-01
Classification: C07C,C07D

Abstract:
1. A process for enantioselective preparation of (S)-2-ethyl-N-(1-methoxypropan-2-yl)-6-methyl aniline [(S)-1] from (R)-epichlorohydrin, wherein the process comprises the steps of: i) refluxing a solution of (R)-epichlorohydrin [(R)-2] with 2-ethyl-6-methyl aniline in mole ratio ranging between 1:1 to 1:3 in lower alcohol for a period ranging between 6-8 hours at temperature ranging between 60-80° C., followed by addition of crushed KOH to the mixture at a temperature of 0° to 25° C., stirring vigorously at room temperature ranging between 25-35° C. to obtain (R)-1-((2-ethyl-6-methylphenyl)amino)-3-methoxypropan-2-ol [(R)-3]; ii) adding dropwise solution of DIAD (Diisopropyl azo dicarboxylate) in dry toluene to a solution of [(R)-3] of step (i) and triphenylphosphine in dry toluene under N iii) catalytic hydrogenating of solution [(S)-4] of step (ii) in a solvent in presence of a catalyst under hydrogen atmosphere in the range of 30-50 psi under refluxing at temperature ranging between 20 to 30° C. for a period ranging between 1-3 hours to obtain (S)-2-ethyl-N-(1-methoxypropan-2-yl)-6-methylaniline [(S)-1]: