PROCESS FOR PRODUCING AN OPTICALLY ACTIVE 2-HALO- 1-(SUBSTITUTED PHENYL) ETHANOL AND OPTICALLY ACTIVE SUBSTITUTED STYRENE OXIDE AND A PROCESS FOR HEIGHTENING OPTICAL PURITY OF 2-HALO-1-(SUBSTITUTED PHENYL) ETHANOL

摘要

A process for producing an optically active 2-halo-1-(subsituted phenyl) ethanol of the formula יריעה מס' 18 6/2002 wherein X represents a halogen atom, Y is same or different and represents a hydrogen atom, a halogen atom, a C1-C6 alkyl group, a C1-C6 alkoxy group, a C1-C6 haloalkyl group or a C1-C6 haloalkoxy group, n is 0 or an integer of 1 to 3 and * represents an asymmetric carbon atom, or an optically active styrene oxide of the formula: wherein Y, n and * have the same meanings as defined above, comprising reacting a compound of the formula: 6/2002 wherein X, Y and n have the same meanings as defined above, with phthalic anhydride or substituted phthalic anhydride to give a compound of the formula: wherein X, Y and n have the same meanings as defined above, and Z is the same or different and represents a hydrogen atom, a halogen atom or a C1-C6 alkyl group, m is 0 or an integer of 1 to 2 and optically resolving the obtained compound of the last formula with using an optically acitve organic amine selected from (1R, 1S) - (-) -2-amino-1-, 2-diphenylethanol, (S)-1-phenyl-2-(p-tolyl) ethylamino, (S) -(-)- (naphthyl) ethylamine, (R)-a- methylbenzylamine and (S)-a- methylbenzylamine as a resolving agent, and finally performing hydrolysis or alcoholysis on the opticallly resolved compound. יריעה מס' 19 6/2002