A short synthesis of trans-3-methoxy-4,5-methylenedioxycinnamaldehyde, a metabolite of Cassia grandis

Authors
Rajasekhar, D Subbaraju, GV
Citation
D. Rajasekhar et Gv. Subbaraju, A short synthesis of trans-3-methoxy-4,5-methylenedioxycinnamaldehyde, a metabolite of Cassia grandis, I J CHEM B, 38(7), 1999, pp. 837-838
Citations number
8
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
ISSN journal
03764699 → ACNP
Volume
38
Issue
7
Year of publication
1999
Pages
837 - 838
Database
ISI
SICI code
0376-4699(199907)38:7<837:ASSOTA>2.0.ZU;2-Z
Abstract
Claisen-Schmidt reaction of 3-methoxy-4, 5-methylenedioxybenzaldehyde 2 wit h acetaldehyde affords the trans-3-methoxy-4, 5-methylenedioxycinnamaldehyd e 1, a metabolite of Cassia grandis, in 12% yield. Compound 2 could also be converted into 1, via the reaction with triethyl phosphonoacetate followed by reduction with LAH and oxidation with MnO2 in 40% overall yield.