• Nuclear oxidation in flavones and related compounds - Part XVII. A synthesis of Oroxylin-A

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    • Keywords

       

      Baicalein; Benzyl Chloride; Aqueous Sodium Hydroxide; Hydrobromic Acid; Anhydrous Potassium Carbonate

    • Abstract

       

      Phloroacetophenone-2 ∶ 4-dibenzyl ether is prepared; it does not undergo persulphate oxidation satisfactorily. Monobenzylation of phloroacetophenone yields the 4-benzyl ether readily; it is partially methylated to the 2-methyl-4-benzyl ether. Starting with this compound, persulphate oxidation, Allan-Robinson condensation using benzoic anhydride and sodium benzoate and methylation produce 5 ∶ 6-dimethoxy-7-benzyloxyflavone Hydrobromic acid causes besides debenzylation, demethylation in the 5-position. The final product is the 6-methyl ether of baicalein which is identical with oroxylin-A isolated from the root and stem barks ofOroxylum indicum.

    • Author Affiliations

       

      V V Sreerama Murti1 T R Seshadri1

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

       
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