• Nuclear oxidation in flavones and related compounds - Part XX. Oxidation of gossypetin to 6∶8-dihydroxy quercetin

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      https://www.ias.ac.in/article/fulltext/seca/029/04/0221-0226

    • Keywords

       

      Flavone; Hexamine; Anhydrous Potassium Carbonate; Dinitrophenyl Hydrazone; Hydroxy Flavone

    • Abstract

       

      The two stage process of ortho-oxidation is applied to partial methyl ethers of gossypetin in order to introduce a new hydroxyl in the 6 position. The pentamethyl ether with a free hydroxyl in the 7- position does not react with hexamine. On the other hand, its isomer with a free 5-hydroxyl yields a mixture of products, one of which is the 6-aldehyde which could be oxidised by means of hydrogen peroxide. A more satisfactory procedure is to use the tetramethyl ether having the 5 and 8 hydroxyls free. It yields only the 6-aldehyde and subsequent oxidation with hydrogen peroxide leads to the formation of 5∶6∶8-trihydroxy compound. The products are useful partial methyl ethers and yield 6∶8-dihydroxy-quercetin on demethylation and its heptamethyl ether on methylation.

    • Author Affiliations

       

      V V Sreerama Murti1 T R Seshadri1

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

       
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