• Synthetic experiments in the benzo-pyrone series - Part V. Action of aluminium chloride on karanjin

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      Permanent link:
      https://www.ias.ac.in/article/fulltext/seca/015/06/0437-0440

    • Keywords

       

      Flavone; Nitrobenzene; Rectangular Plate; Aluminium Chloride; Benzene Solution

    • Abstract

       

      By the action of aluminium chloride on karanjin using nitrobenzene as solvent, smooth conversion into karanjonol could be effected. When benzene is used instead, besides demethylation a molecule of benzene adds on to yield α-phenyl-α: β-dihydro-karanjonol. Similar addition takes place in the case of toluene also. That the double-bond of the furan ring is involved in this reaction has been established by studying the behaviour of a few similar flavone compounds under the same conditions. It has been incidentally shown that a methyl ether group in the 3-position is readily affected in nitrobenzene solution whereas in the 7-position it is stable and the preparation of 7-methoxy-flavonol is easily carried out by demethylation of 3: 7-dimethoxy-flavone.

    • Author Affiliations

       

      B Krishnaswamy1 T R Seshadri1

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

       
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