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Synthetical experiments in the chromone group

Part XXV. A synthesis of santal

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Summary

Santal, a constituent of sandelwood (Pterocarpus santalinus Linn.) and of barwood (Baphia nitida Lodd.), has been shown by Robertson, Suckling and Whalley to be 5:3′:4′-trihydroxy-7-methoxyisoflavone. A synthesis of santal is now described. 5:7-Dimethoxy-3′:4′-methylenedioxyisoflavone (IV) has been prepared by the action of ethyl formate and sodium on 2-hydroxy-4:6-dimethoxyphenyl 3:4-methylenedioxybenzyl ketone at room temperature. By the action of aluminium bromide on (IV) in nitrobenzene under specified conditions, demethylenation and preferential demethylation in the 5-position were effected, and the product agreed in all its properties with santal.

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Authors and Affiliations

  1. From the Department of Chemical Technology, University of Bombay, India

    R. N. Iyer, K. H. Shah & K. Venkataraman F.A.Sc.

Authors
  1. R. N. Iyer
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  2. K. H. Shah
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  3. K. Venkataraman F.A.Sc.
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Iyer, R.N., Shah, K.H. & Venkataraman, K. Synthetical experiments in the chromone group. Proc. Indian Acad. Sci. (Math. Sci.) 33, 228–232 (1951). https://doi.org/10.1007/BF03039049

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  • DOI: https://doi.org/10.1007/BF03039049

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