Condensation of mesityl oxide with acetoacetic ester

JD Surmatis, A Walser, J Gibas…

Index: Surmatis,J.D. et al. Journal of Organic Chemistry, 1970 , vol. 35, # 4 p. 1053 - 1056

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Citation Number: 28

Abstract

The zinc chloride catalyzed condensation of mesityl oxide with ethyl acetoacetate resulted in the formation of two structural isomers: 3, 5, 5-trimethyl-2-cyclohexen-l-one-4-carboxylic acid ethyl ester (4) and 3, 5, 5-trimethyl-2-cyclohexen-1-one-6-carboxylic acid ethyl ester (5). Isomer 5 was readily converted into isophorone by selective hydrolysis, The syntheses of two substituted p-ionones, 3-ethylenedioxy-p-ionone (17) and 3-ethoxy-3, 4-dehydro-p- ...