ACYLATION OF ANISOLE WITH METHYLSUCCINIC ANHYDRIDE CATALYZED BY ZEOLITES

Citation
K. Gaare et al., ACYLATION OF ANISOLE WITH METHYLSUCCINIC ANHYDRIDE CATALYZED BY ZEOLITES, Acta chemica Scandinavica, 51(12), 1997, pp. 1229-1233
Citations number
14
Categorie Soggetti
Chemistry,Biology
Journal title
ISSN journal
0904213X
Volume
51
Issue
12
Year of publication
1997
Pages
1229 - 1233
Database
ISI
SICI code
0904-213X(1997)51:12<1229:AOAWMA>2.0.ZU;2-4
Abstract
The zeolite-catalysed acylation of anisole with methylsuccinic anhydri de gave mixture of products. The main component was is-(4-methoxypheny l)-2-methyl-gamma-butyrolactone, which was isolated in 25% yield; the expected keto acids were not formed. In the zeolite-catalysed reaction between 3-(4-methoxybenzoyl)-2-methylpropionic acid and anisole, the gamma-butyrolactone was isolated in 82% yield, indicating that the ini tially formed keto acid undergoes cyclisation to the lactone. When the se reactions were performed with a zeolite deactivated with triphenylp hosphine, the lactone was not formed, suggesting that acid sites on th e external surface of the zeolite catalyse these reactions.