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

…, SC Moratti, PS Rutledge, PD Woodgate

Index: Cambie, R.C.; Moratti, S.C.; Rutledge, P.S.; Woodgate, P.D. Synthetic Communications, 1990 , vol. 20, # 13 p. 1923 - 1929

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Citation Number: 16

Abstract

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.