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Synthesis 2002(13): 1807-1809
DOI: 10.1055/s-2002-33920
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

A Convenient New Synthesis of A Naproxen Precursor

Syed J. Mahmood, Courtney Brennan, M. Mahmun Hossain*
Department of Chemistry, University of Wisconsin-Milwaukee, Milwaukee, WI 53201, USA
Fax: +1(414)2295530; e-Mail: mahmun@uwm.edu;
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Publikationsverlauf

Received 9 April 2002
Publikationsdatum:
09. September 2002 (online)

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Abstract

A precursor of Naproxen, 2-(6-methoxy-2-naphthyl)propenoic acid was synthesized in good yield from commercially available 6-methoxy-2-naphthaldehyde in three steps. The synthesis includes an unprecedented one-step reduction of acrylic acid ethyl ester to propenoic acid ethyl ester in high yield.

Key words

anti-inflammatory agents - Lewis acids - organometallic reagents - catalysis - Naproxen