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
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.