Issue 14, 1969

Condensation of ketones with dimethyl dimethylmaleate. A synthesis of calythrone

Abstract

Condensation of 4-methylpentan-2-one with dimethyl dimethylmaleate by use of sodium hydride gives calythrone (2-isovaleryl-4,5-dimethylcyclopentene-1,3-dione)(ca. 5%) but the main product is an ester, shown to be methyl 4-isovaleryl-2-methyl-3-oxocyclopentanecarboxylate and not as previously suggested. Reactions with acetone and acetophenone give only the corresponding cyclopentanone derivatives.

Article information

Article type
Paper

J. Chem. Soc. C, 1969, 1845-1847

Condensation of ketones with dimethyl dimethylmaleate. A synthesis of calythrone

M. Elliott, N. F. Janes and K. A. Jeffs, J. Chem. Soc. C, 1969, 1845 DOI: 10.1039/J39690001845

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