Issue 9, 1978

Acylation of pyran-2,4,6-trione (acetonedicarboxylic anhydride)

Abstract

The reaction of acetone-1,3-dicarboxylic acid with acetic anhydride at 40–50 °C gives 4-acetoxypyran-2,6(3H)-dione. This O-acetyl derivative can be converted into the C-acetyl derivative, 3-acetylpyran-2,4,6-trione. Pyran-2,4,6-trione reacts with benzoyl chloride to yield the O-benzoyl derivative, 4-benzoyloxypran-2,6(3H)-dione, whereas the reaction with ethoxycarbonylacetyl chloride gives the bis-C-acyl derivative, 3,5-bis(ethoxycarbonylacetyl)pyran-2,4,6-trione.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1978, 933-936

Acylation of pyran-2,4,6-trione (acetonedicarboxylic anhydride)

E. G. Frandsen and N. Jacobsen, J. Chem. Soc., Perkin Trans. 1, 1978, 933 DOI: 10.1039/P19780000933

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