Issue 8, 1978

Synthesis of 9-oxoxanthen-2-carboxylic acids

Abstract

7-Substituted 9-oxoxanthen-2-carboxylic acids can be prepared in good yield from hydroxylated benzophenones. Oxidative coupling of 4-hydroxy-3-(3-hydroxybenzoyl)benzoic acid using potassium ferricyanide gave 7-hydroxy-9-oxoxanthen-2-carboxylic acid (8; R = H). Cyclisation of 3-(5-chloro-2-methoxybenzoyl)-4-hydroxy-benzoic acid took place in alkaline solution to give 7-chloro-9-oxoxanthen-2-carboxylic acid. Both these ring closure reactions when carried out in potassium hydrogen carbonate or in potassium hydroxide solutions respectively gave the conveniently isolated insoluble potassium salt of the 9-oxoxanthen-2-carboxylic acid.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1978, 876-881

Synthesis of 9-oxoxanthen-2-carboxylic acids

R. Graham and J. R. Lewis, J. Chem. Soc., Perkin Trans. 1, 1978, 876 DOI: 10.1039/P19780000876

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