Production of optically active 2-halo-1-(substituted...

C - Chemistry – Metallurgy – 07 – C

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C07C 33/46 (2006.01) C07B 57/00 (2006.01) C07C 29/09 (2006.01) C07C 29/92 (2006.01) C07C 41/44 (2006.01) C07C 43/23 (2006.01) C07D 303/08 (2006.01)

Patent

CA 2184104

A process for producing optically active 2-halo-1- (substituted phenyl)ethanol of a formula (Ia) or optically active styrene oxide of a formula (Ib). The process comprises the steps of reacting a compound of a formula (II) with phthalic anhydride to give a compound of a formula (III), performing optical resolution on the resulting compound using an optically active organic amine as a resolving agent, and finally performing hydrolysis or alcoholysis on the optically resolved compound (Ia) or (Ib). The scheme of the above process is: Image Image (II) (III) Image or Image (Ia) (Ib) wherein X represents a halogen atom, Y 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, Z represents a hydrogen atom, a halogen atom or a C1-C6 alkyl group, n is 0 or an integer of 1 to 3 and m is 0 or an integer of 1 to 2. The resulting optically active compounds are useful as an intermediate for medicines.

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