Skip to main content
SpringerLink
Log in

Synthetic experiments in the benzopyrone series

Part XXXIX. A note on the synthesis of isogenistein and 8-methyl isogenistein

  • Published:
Proceedings of the Indian Academy of Sciences - Section A Aims and scope Submit manuscript

Summary

It is established that the condensation of 2-hydroxy-4:6:2′-trimethoxy phenyl benzyl ketone and its 3-methyl derivative with ethyl formate as well as with methyl formate produces the corresponding 2-hydroxy isoflavanones. These undergo dehydration to the trimethyl ether of isogenistein and 8-methyl isogenistein respectively. Demethylation of the above ethers can be conveniently effected by aluminium chloride in benzene solution. The 2-hydroxy isoflavanones also yield the same products by undergoing dehydration along with demethylation.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Seshadri and Varadarajan..Proc. Ind. Acad. Sci., 1953,37A, 514.

    Google Scholar 

  2. Bakeret al. ..Chem. & Ind., 1952, 1058.

  3. Karmarkaret al. ..Proc. Ind. Acad. Sci., 1952, 552.

  4. W. B. Whalley..J.A.C.S., 1953,75, 1059.

    Article  Google Scholar 

  5. Narasimhachariet al...J.S.I.R., 1953,12B, 287.

    Google Scholar 

  6. Bakeret al. ..J.C.S., 1953, 1860.

  7. Seshadri and Varadarajan..Proc. Ind. Acad, Sci., 1953,37A, 526.

    Google Scholar 

  8. Shriner and Hull ..J. Org. Chem., 1945, 228.

  9. W. B. Whalley ..Chem. & Ind., 1953, 277.

  10. Mukerjeeet al...Proc. Ind. Acad. Sci., 1953,37A, 132.

    Google Scholar 

  11. Seshadri and Varadarajan..Ibid., 1953,37A, 149.

    Google Scholar 

  12. Wolfromet al. ..J.A.C.S., 1941, 1248.

  13. Harper ..J.C.S., 1942, 595.

Download references

Author information

Authors and Affiliations

  1. From the Department of Chemistry, Delhi University, India

    A. C. Mehta, T. R. Seshadri F.A.Sc. & S. Varadarajan

Authors
  1. A. C. Mehta
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. T. R. Seshadri F.A.Sc.
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. S. Varadarajan
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Mehta, A.C., Seshadri, T.R. & Varadarajan, S. Synthetic experiments in the benzopyrone series. Proc. Indian Acad. Sci. (Math. Sci.) 38, 381–386 (1953). https://doi.org/10.1007/BF03045247

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF03045247

Keywords

Search

Navigation