A convenient halogenation procedure for the preparation of alpha-halocarbonyl compounds

Except for substituted acetophenones (p-Y-C6H4COCH3, Y = H, Br, CH3O), simple ketones, beta-ketoesters and 1,3-diketones reacted smoothly with a preformed homogeneous mixture of hydrochloric acid and potassium permanganate in acetonitrile to give moderate to good yields of the corresponding alpha-ch...

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Bibliographic Details
Published inJournal of the Chinese Chemical Society (Taipei) Vol. 44; no. 3; pp. 309 - 312
Main Authors Cheng, SF, Lin, CS, Liu, LK
Format Journal Article
LanguageEnglish
Published TAIPEI CHINESE CHEM SOC 01.06.1997
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
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Summary:Except for substituted acetophenones (p-Y-C6H4COCH3, Y = H, Br, CH3O), simple ketones, beta-ketoesters and 1,3-diketones reacted smoothly with a preformed homogeneous mixture of hydrochloric acid and potassium permanganate in acetonitrile to give moderate to good yields of the corresponding alpha-chlorocarbonyl compounds. Mixtures of alpha-chloro- and alpha,alpha-dichlorocarbonyl compounds were obtained for substituted acetophenones. Brominations proceeded similarly with higher yields when the hydrochloric acid was replaced with hydrobromic acid.
ISSN:0009-4536
DOI:10.1002/jccs.199700046