• Synthetic experiments in the benzopyrone series - Part XII. A synthesis of 7-O-methyl-ethers of hydroxy flavones

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      https://www.ias.ac.in/article/fulltext/seca/032/01/0017-0024

    • Keywords

       

      Flavone; Luteolin; Chrysin; Hydrobromic Acid; Anhydrous Potassium Carbonate

    • Abstract

       

      A general method for the synthesis of the 7-methyl ethers of hydroxy flavones is described using as examples (1) tectochrysin, (2) genkwanin and (3) 7-O-methyl luteolin. It consists in preparing the corresponding 7-O-methyl flavanone and oxidising it with iodine. 7-O-Methyl eriodictyol is now made from (a) 2∶3′-dihydroxy-4∶6∶4′-trimethoxy chalkone and (b) 2-hydroxy-4∶6-dimethoxy-3′∶4′-dibenzoyloxy chalkone by treatment with hydrobromic acid. Iodine oxidation of it yields (3). The constitution of this product is confirmed by fully ethylating it and showing that the triethyl ether is identical with 7-methoxy-5∶3′∶4′-triethoxy flavone.

    • Author Affiliations

       

      N Narasimhachari1 T R Seshadri1

      1. Department of Chemistry, Delhi University, Delhi
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