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Synthesis 2003(5): 0656-0658
DOI: 10.1055/s-2003-38065
SHORTPAPER
© Georg Thieme Verlag Stuttgart ˙ New York

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

David Barkera, 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;
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Publication History

Received 16 January 2003
Publication Date:
21 March 2003 (online)

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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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