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Title:
PRODUCTION OF OPTICALLY ACTIVE HEXA-2,4-DIYNE-1,6-DIOL COMPOUND
Document Type and Number:
Japanese Patent JPS6354335
Kind Code:
A
Abstract:

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.


Inventors:
ATAKA KIKUO
IMAOKA KOJI
KONO MASAHIKO
Application Number:
JP19718886A
Publication Date:
March 08, 1988
Filing Date:
August 25, 1986
Export Citation:
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Assignee:
UBE INDUSTRIES
International Classes:
C07B57/00; B01J31/00; B01J31/04; C07B31/00; C07B61/00; C07C27/00; C07C29/143; C07C29/32; C07C29/42; C07C33/48; C07C67/00; (IPC1-7): B01J31/04; C07B57/00; C07C29/32; C07C29/42; C07C33/48
Attorney, Agent or Firm:
Hajime Tsukuni