• C-Methylation of phloroglucinol derivatives

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      Permanent link:
      https://www.ias.ac.in/article/fulltext/seca/042/05/0279-0284

    • Keywords

       

      Potash; Methyl Iodide; Phloroglucinol; Sodium Methoxide; Sodium Sulphite

    • Abstract

       

      Nuclear methylation of phloracetophenone and 3-C-methyl phloracetophenone, under vigorous conditions yields 5-acetyl-1∶1∶3∶3-tetramethyl cyclohexen-(4)-ol-(4)-dione (2∶6) (III); the intermediate 3∶5-dimethyl compound could not be obtained. This method is convenient for the preparation of leptospermone (VI). Many natural products seem to be formed by the nuclear methylation of the carbonyl derivatives of phloroglucinol. Using lesser proportions of alcoholic potash lower methylation products are obtained; but 3∶5-dimethyl-phloroacetophenone could be isolated only in small quantities.

    • Author Affiliations

       

      A C Jain1 T R Seshadri1

      1. Department of Chemistry, University of Delhi, Delhi-8
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