A Convenient Synthesis of 2-(3-Methyl-2,5-dioxopyrrolidin-1-yl)benzoic Acid

David Barker; Margaret A. Brimble; Malcolm D. McLeod

doi:10.1055/s-2003-38065

SHORTPAPER

A Convenient Synthesis of 2-(3-Methyl-2,5-dioxopyrrolidin-1-yl)benzoic Acid

David Barker^a, Margaret A. Brimble*^b, Malcolm D. McLeod*^a
School of Chemistry, F11, University of Sydney, Camperdown, NSW 2006, Australia
Department of Chemistry, University of Auckland, 23 Symonds St., Auckland, New Zealand
Fax: +64(9)3737422; e-Mail: m.brimble@auckland.ac.nz;

Abstract

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Abstract

A new procedure for the synthesis of 2-(3-methyl-2,5-dioxopyrrolidin-1yl)benzoic acid (3) is reported via hydrogenation of 2-(3-methyl-2,5-dihydropyrrol-1-yl)benzoic acid (9) that in turn is available from fusion of anthranilic acid with citraconic anhydride. This method provides cleaner material in higher overall yield than that obtained using previously reported methods.

Key words

amines - acids - anhydrides - hydrogenation - alkaloids

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References

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