NIPPON KAGAKU KAISHI
Online ISSN : 2185-0925
Print ISSN : 0369-4577
Electrochemical Oxidation of Methyl Abietate
Shin-ichi TAKEKUMAYoshiharu MATSUBARATakao OBATAZhengbin ZHOUYoshihito FUJIWARA
Author information
JOURNAL FREE ACCESS

1994 Volume 1994 Issue 6 Pages 545-550

Details
Abstract

Electrochemical oxidation of methyl abietate (1) was investigated under some conditions in detail. As the results, two kinds of new compounds methyl 7a-acetoxy-13 (βand α)-hydroxy-8 (14) -abieten-18oate[ (2) and (3) ] identified by the spectroscopic (UV, MS, IR, NMR) data were obtained selectively up to 86% yield by the electrochemical oxidation of 1 (2 mmol) with an AcOH (30 ml) -H2O (5ml) -Et3N ( 2 g) -carbon electrodes system (constant current density 4 mA/cm2, electricity 4 F/mol, temperat ure 18°C) in an undivided cell. Furthermore, new compounds methyl 7α, 13 (βand α) -dihydroxy-8 (14) abieten-18-oate [(2') and (3') ] obtained by the alkali hydrolysis of acetoxyl group of 2 and 3 were also identified.
A possible reaction pathway for the formation of 2 and 3 is described, too.

Content from these authors

This article cannot obtain the latest cited-by information.

© The Chemical Society of Japan
Previous article Next article
feedback
Top