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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 32, 2002 - Issue 19
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Original Articles

HYDROCHLORINATION OF 2,3-ACETYLENIC ACIDS WITH THIONYL CHLORIDE IN DIMETHYLFORMAMIDE

, , &
Pages 3003-3009 | Received 14 Sep 2001, Published online: 16 Aug 2006
 

ABSTRACT

The reaction of 2,3-acetylenic acids (1a–d) with thionyl chloride in DMF under mild conditions gave E,Z-3-chloro-2-alkenoic acids (2a–d) or esters (3a–d) depending on treating the reaction mixture with either water or alcohols.

ACKNOWLEDGMENTS

The authors would like to thank NMR Laboratory at Chemistry Department-Universidad Simón Bolívar (Proyect BID-CONICIT QF-13) and The National NMR Laboratory.

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