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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 20, 1990 - Issue 13
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Original Articles

1,2-Dibromoethyl Acetate, a Reagent for Feist-Benary Condensations

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Pages 1923-1929 | Received 10 Apr 1990, Published online: 24 Oct 2006
 

Abstract

Feist-Benary condensations1,2 to form furans are usually carried out by reacting an á-halo aldehyde and a β-keto ester under basic conditions. However, yields are often poor, and the main product is often a dihydrofuranol3 requiring subsequent acid-catalysed dehydration to form the furan. The α-halo acetaldehyde is also difficult to prepare free of water when anhydrous reaction conditions are desired.

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