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Title:
PRODUCTION OF HYDROXYCYCLOPENTANONES
Document Type and Number:
Japanese Patent JPH08277239
Kind Code:
A
Abstract:

PURPOSE: To simply obtain new hydroxycyclopentanones useful as medicines, etc., without using an organic copper reagent and phosphines becoming a cause of pollution and, difficult to recover by irradiating ultraviolet rays to an intermediate obtained by a new method.

CONSTITUTION: A compound of formula I [R1 is a 1-10C aliphatic group having 0-3 unsaturated bonds or H; A is phenyl; R2 is a lower alkyl; X is H or a protecting group of OH] is irradiated with ultraviolet rays, preferably having 290-220nm to provide the objective compound of formula II. The reaction is preferably carried out in the presence of water and a base and in this case, a polar solvent such as methanol is preferably used. Furthermore, the compound of formula I is preferably obtained by a new method comprising carrying out 1,4 addition reaction of 4-hydroxy-2-cyclopentanone derivative of formula III with a compound of the formula, LiCH(SO2A)SR2 and then, reacting the reaction product with a compound of the formula, R1Z (Z is a halogen).


Inventors:
TAKAHASHI YASUHIRO
OBARA YOSHIO
MIYAJI KATSUAKI
TSURUTA TOSHIHIKO
ARAI KAZUTAKA
Application Number:
JP1996000051503
Publication Date:
October 22, 1996
Filing Date:
March 08, 1996
Export Citation:
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Assignee:
NISSAN CHEMICAL IND LTD
International Classes:
C07D307/80; C07C45/54; C07C45/65; C07C49/523; C07C67/30; C07C69/716; C07D307/935; C07F7/18; (IPC1-7): C07C49/523; C07C45/65; C07C67/30; C07C69/716; C07F7/18