Limitation of cupric bromide for selective side-chain bromination of methyl aryl ketones

descriptionPublicationkeyboard_double_arrow_right Article 01 Jan 1968 English Publisher:CSIRO PublishingJournal:Australian Journal of Chemistry, volume 21, pages 217-220 (issn: 0004-9425, eissn: 1445-0038,

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Authors: RW Jemison;

doi: 10.1071/ch9680217

Limitation of cupric bromide for selective side-chain bromination of methyl aryl ketones

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Abstract

2-Hydroxy-4,6-dimethoxyacetophenone and its acetate undergo nuclear bromination with cupric bromide, and 2,3,4-trimethoxyacetophenone gave w-bromo-2-hydroxy-3,4-dimethoxyacetophenone accompanied by a small yield of 2-hydroxy-3,4-dimethoxyacetophenone and by w-bromo-2,3,4-trimethoxyacetophenone. Formation of the last compound was shown by isolation of w-acetoxy-2,3,4-trimethoxyacetophenone after treatment of the mixture of brominated products with sodium acetate in ethanol.

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