Reactions of Benzyl Grignard Reagents with Acyl Halides

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  • ベンジルGrignard試薬とハロゲン化アシル類の反応

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Description

he reactions of benzyl Grignard reagents with acyl halides have been investigated under various conditions. The reaction with acetyl chloride affords benzyl methyl ketone [1]and methyl o-tolyl ketone [2]. The yield of [2] decreases with the increase of the solvent basicity and of the ionic character of C-M bond in the order of C-Al<C-Mg<C-Li. The reaction with the other acyl halides afforded both normal product C and o-tolyl product [2], similarly in the case of acetyl chloride.<BR>The yield of o-tolyl product [2] decreased in the order of CH3COCl> (CH8)2CHCOCl> C6H5COCl> t;C6H5COCl>. This order corresponds to that of the reactivity of the acyl halides. The reaction mechanism was discussed on the basis of these findings in comparison with the reaction of aldehydes with the Grignard reagents.

Journal

  • NIPPON KAGAKU KAISHI

    NIPPON KAGAKU KAISHI 1976 (10), 1583-1586, 1976-10-10

    The Chemical Society of Japan

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