FACILE SYNTHESIS OF BETA-KETO-ESTERS FROM METHYL ACETOACETATE AND ACID CHLORIDE - THE BARIUM OXIDE METHANOL SYSTEM

Citation
Y. Yuasa et al., FACILE SYNTHESIS OF BETA-KETO-ESTERS FROM METHYL ACETOACETATE AND ACID CHLORIDE - THE BARIUM OXIDE METHANOL SYSTEM, Organic process research & development, 2(6), 1998, pp. 412-414
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
ISSN journal
10836160
Volume
2
Issue
6
Year of publication
1998
Pages
412 - 414
Database
ISI
SICI code
1083-6160(1998)2:6<412:FSOBFM>2.0.ZU;2-H
Abstract
The synthesis of beta-keto esters has been performed in good yield by reacting excess methyl acetoacetate with barium oxide, acylating the r esulting barium complex with acid chloride, and then cleaving the alph a-acyl beta-keto ester with methanol at a mild temperature, Using this new procedure, various beta-keto esters were prepared. Thus, methyl 4 -phenyl-3-oxobutanoate, methyl 3-phenyl-3-oxopropionate, methyl 4-cycl ohexyl-3-oxobutanoate, and methyl 3-orcooctadecanoate were prepared fr om methyl acetoacetate and the corresponding acid chloride in 69%, 84% , 67%, and 74% yields, respectively.