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Synthetic experiments in the benzo-pyrone series

Part I. Synthesis of karanjin-α-carboxylic acid

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Summary

2-Methyl-3-methoxy-7-hydroxychromone-8-aldehyde formed a sodium derivative which readily condensed with bromoacetic ester to form the corresponding carbethoxy-methyl ether. This reaction did not take place satisfactorily with 3-methoxy-7-hydroxyflavone-aldehyde. The condensation was, however, smoothly effected in boiling benzene solution in the presence of potassium carbonate. When hydrolysed with aqueous potassium hydroxide, simultaneous ring-closure took place to yield 3-methoxyflavono-7: 8-furan-α-carboxylic acid which is considered to be karanjin-α-carboxylic acid.

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Authors and Affiliations

  1. Department of Chemistry, Andhra University, Waltair

    S. Rangaswami & T. R. Seshadri

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  1. S. Rangaswami
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  2. T. R. Seshadri
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Rangaswami, S., Seshadri, T.R. Synthetic experiments in the benzo-pyrone series. Proc. Indian Acad. Sci. (Math. Sci.) 9, 259–264 (1939). https://doi.org/10.1007/BF03046466

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  • DOI: https://doi.org/10.1007/BF03046466

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