PURPOSE: To obtain the titled compound useful as an optical resolution agent, safely and easily in high optical purity, by reacting a halobenzophenone with an ethynylmagnesium compound, optically resolving the reaction product using a specific compound and a solvent and oxidizing the product in the presence of cupric acetate.
CONSTITUTION: A halobenzophenone of formula I (Hal is halogen) and an ethynylmagnesium compound of formula II (X is halogen) are used as raw materials and are made to react with each other at 25W60°C, especially 30W40°C to obtain a halophenylphenylpropargyl alcohol of formula III. The product is subjected to optical resolution with sparteine in a secondary alcohol (e.g. isopropanol) as a solvent [after reacting at room temperature or under heating, the reaction product is left at 10°C W room temperature, the precipitated (-)-isomer is separated by filtration and the (+)-isomer is separated from the filtrate]. The obtained optically active compound is oxidized in the presence of cupric acetate to obtain the 1,6-bis(halophenyl)-1,6-diphenylhexa-2,4-diyne-1,6-diol of formula IV.
IMAOKA KOJI
KONO MASAHIKO