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Synthesis 2007(12): 1887-1889  
DOI: 10.1055/s-2007-965964
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© Georg Thieme Verlag Stuttgart · New York

An Efficient and Inexpensive Multigram Synthesis of 3,4-Dibromo- and 3,4-Dichlorofuran-2(5H)-one

Fabio Bellina*, Renzo Rossi*
Dipartimento di Chimica e Chimica Industriale, University of Pisa, via Risorgimento 35, 56126 Pisa, Italy
Fax: +39(050)2219260; e-Mail: bellina@dcci.unipi.it; e-Mail: rossi@dcci.unipi.it;
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Publication History

Received 26 January 2007
Publication Date:
28 February 2007 (online)

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Abstract

The efficient and inexpensive synthesis of 3,4-dibromo- and 3,4-dichlorofuran-2(5H)-one on a multigram scale by sodium borohydride reduction of mucobromic and mucochloric acid, respectively, is reported.

Key words

furan-2(5H)-ones - reduction - sodium borohydride - polyfunctional compounds - regioselectivity

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Reaction times longer than 15 min produced crude reaction mixtures which were contaminated by 5-20% of 3-bromo­-furan-2(5H)-one.