Separation of syn and anti oximes

Details Separation of syn and anti oximes Separation of syn and anti oximes

C - Chemistry, Metallurgy

07

D

260/314.4

C07D 235/30 (2006.01)

Patent

CA 1118428

Abstract of the Disclosure The invention disclosed herein provides a process for separating syn and anti oximes of the formula Image wherein: R1 is C1-C5 alkyl; and R2 is phenyl, or phenyl substituted by C1-C4 alkyl, C1-C4 alkyl, C1-C4 alkoxy, chloro, bromo, iodo, nitro or trifluoromethyl, comprising dissolving a mixture of syn and anti oximes in a water miscible organic solvent selected from acetone, methyl ethyl ketone, methanol, ethanol, isopropanol, acetonitrile, dimethylacetamide and dimethyl sulfoxide, adding a sufficient quantity of water to initiate crystalli- zation, and separating the precipitated anti oxime isomer. This process permits one to obtain commercial quantities of the anti-oxime, which has greater anti- viral activity than the syn-isomer.

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