The liquid-phase oxidation of methylbenzenes by the cobalt-copper-bromide system.

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概要

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• The liquid-phase oxidation of methylbenzenes catalyzed by a catalyst system composed of cobalt(II) and copper(II) acetates and sodium bromide was carried out in acetic acid at 150 °C. The corresponding benzyl acetates and benzaldehydes were obtained in high selectivities in most cases. A nuclear-brominated product, <I>i.e.,</I> 3-bromo-4-methoxytoluene was also obtained in the oxidation of <I>p</I>-methoxytoluene, which has two different reaction sites, <I>i.e.,</I> <I>o</I>-positions to the electron-donating methoxyl substituent and the benzyl position. However, the substitution of the bromide ion for the acetate ion in the catalyst system gave satisfactory selectivities for the side-chain oxidation products. In <I>p</I>-xylene oxidation, α,α′-diacetoxy-<I>p</I>-xylene and <I>p</I>-(acetoxymethyl)benzonic acid were also obtained, as well as <I>p</I>-methylbenzyl acetate, though their amounts were small. The oxidation of polymethylbenzenes was also carried out.

• 公益社団法人 日本化学会の論文

著者

• OKADA Toshihiko

  Department of Biochemistry and Kanazawa Medical Universit

• Kamiya Yoshio

  Department of Applied Chemistry Faculty of Engineering The University of Tokyo

• Okada Toshihiko

  Department of Reaction Chemistry, Faculty of Engineering, The University of Tokyo

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