Login| Sign Up| Help| Contact|

Patent Searching and Data


Title:
PRODUCTION OF OPTICALLY ACTIVE KETONE
Document Type and Number:
Japanese Patent JPS60184039
Kind Code:
A
Abstract:

PURPOSE: To obtain an optically active ketone useful as an alarm pheromone of ant, etc., in high yield, by carrying out the pinacol rearrangement of an optically active sulfonyloxy alcohol in a solvent using a compound such as diethyl aluminum chloride as a reaction accelerator.

CONSTITUTION: The optically active ketone of formula III [e.g. (S)-6-methyl-5- decanone] can be produced by the rearrangement reaction of an optically active sulfonyloxy alcohol of formula I (R1WR3 are 1W20C hydrocarbon group which may contain N, O, P or S; the carbon marked with * is asymmetric) [e.g. (S)-3- butyl-2-methanesulfonyloxy-3-heptanol] in the presence of an organic aluminum compound of formula II (R4 is 1W20C alkyl; X is halogen, alkoxy or CN; n is 1, 1.5 or 2) in a solvent such as methylene chloride, toluene, xylene, etc., preferably at room temperature W -80°C.

EFFECT: The reaction proceeds under mild condition without causing racemization of the product.


Inventors:
Dobashi, Genichi
Suzuki, Keisuke
Application Number:
JP1984000039464
Publication Date:
September 19, 1985
Filing Date:
March 01, 1984
Export Citation:
Click for automatic bibliography generation   Help
Assignee:
TOYO SUTOUFUAA CHEM:KK
International Classes:
C07C45/52; A01N35/02; B01J31/00; B01J31/14; C07B31/00; C07B53/00; C07B61/00; C07C45/00; C07C45/51; C07C49/04; C07C49/105; C07C49/313; C07C49/543; C07C49/553; C07C67/00; C07C301/00; C07C303/28; C07C309/65; (IPC1-7): B01J31/14; C07B53/00; C07C45/52; C07C49/04; C07C49/105
Domestic Patent References:
JPS6087237A



 
Previous Patent: JPS60184038

Next Patent: CYCLOPENTANONE DERIVATIVE