Aromatic Transacylation with Acylpolymethylbenzene-Trifluoroacetic Acid System

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  • KEUMI Takashi
    Department of Fiber and Color Chemistry, Faculty of Engineering, Fukui University
  • MORITA Toshio
    Department of Fiber and Color Chemistry, Faculty of Engineering, Fukui University
  • KOROME Koichi
    Department of Fiber and Color Chemistry, Faculty of Engineering, Fukui University
  • IKEDA Masako
    Department of Fiber and Color Chemistry, Faculty of Engineering, Fukui University
  • KITAJIMA Hidehiko
    Department of Fiber and Color Chemistry, Faculty of Engineering, Fukui University

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Other Title
  • アシルポリメチルベンゼン-トリフルオロ酢酸系による芳香族基質へのトランスアシル化反応
  • 芳香族トランスアシル化反応　ＩＶ　　アシルポリメチルベンゼン‐トリフルオロ酢酸系による芳香族基質へのトランスアシル化反応

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Description

The acyl group in acylpolymethylbenzenes is transfered to arenes by the action of acids such as trifluoroacetic acid, trifluoromethanesulfonic acid, and aluminium chloride. Trifluoroacetic acid which does not induce the transfer of the methyl group is most excellent among the acids. The reaction of various acylpolymethylbenzenes with anisole in trifluoroacetic acid h as been examined. A typical reaction was carried out by heating a mixture of acetylpentamethylbenzene, anisole, and trifluoroacetic acid in a molar ratio of 1: 1: 50, respectively, under reflux to give p-acetylanisole and pentamethylbenzene. The reaction is considerd to proceed through two steps; the reaction of an acylpolymethylbenzene with trifluoroacetic acid gives a carboxylic trifluoroacetic anhydride and a polymethylbenzene, and then the reactive mixed acid anhydride reacts with an arene to give an acylarene and trifluoroacetic acid.

Journal

  • NIPPON KAGAKU KAISHI

    NIPPON KAGAKU KAISHI 1982 (11), 1785-1790, 1982-11-10

    The Chemical Society of Japan

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