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      Permanent link:
      https://www.ias.ac.in/article/fulltext/seca/014/03/0297-0306

    • Keywords

       

      Coumarin; Resorcinol; Potassium Carbonate; Methyl Iodide; Diethyl Malonate

    • Abstract

       

      A survey of past work on the nuclear methylation and ethylation of resorcinol and phloroglucinol derivatives is given and a mechanism for this reaction suggested. The nuclear methylation of β-resorcylic aldehyde has now been carried out giving rise to a good yield of the product (A). Its constitution as 4-methoxy-3-methyl-2-hydroxy benzaldehyde has been established in two ways: (i) A sample of 4-methoxy-3-methyl-2-hydroxy benzaldehyde was prepared according to the synthetic method of Jones and Robertson and compared with (A). (ii) The corresponding coumarin was prepared from (A) and was identified as 7-methoxy-8-methyl coumarin by comparison with the compound obtained by independent synthesis, starting from 2-methyl-resorcinol and passing through 7-hydroxy-8-methyl-coumarin as an intermediate stage. The same coumarin was also prepared by the reduction of umbelliferone-8-aldehyde and subsequent methylation.

    • Author Affiliations

       

      T R Seshadri1 V Venkateswarlu1

      1. Department of Chemistry, Andhra University, Waltair
    • Dates

       
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