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Synthesis 2006(7): 1087-1092
DOI: 10.1055/s-2006-926386
DOI: 10.1055/s-2006-926386
PAPER
© Georg Thieme Verlag Stuttgart · New York
A Convenient Synthesis of 2,2-Dibromo-1-arylethanones by Bromination of 1-Arylethanones with the H2O2-HBr System
Further Information
Received
27 June 2005
Publication Date:
14 March 2006 (online)
Publication History
Publication Date:
14 March 2006 (online)
Abstract
1-Arylethanones and related compounds are brominated in dioxane with the H2O2-HBraq system, resulting in the replacement of two hydrogen atoms in the methyl group with bromine. The reaction is also accompanied by bromination of the aromatic ring provided that the latter contains electron-donating substituents. The reaction proceeds rapidly (20 min) and results in complete conversion of ketones to give 2,2-dibromo-1-arylethanones in yields up to 86%.
Key words
acetophenones - 1-arylethanones - 2,2-dibromo-1-arylethanones - bromination - hydrogen peroxide
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