Skip to main content

Thank you for visiting nature.com. You are using a browser version with limited support for CSS. To obtain the best experience, we recommend you use a more up to date browser (or turn off compatibility mode in Internet Explorer). In the meantime, to ensure continued support, we are displaying the site without styles and JavaScript.

  • Letter
  • Published:

Synthesis of 5: 6-Dihydroxyflavone and the Structure of Primetin

Abstract

PRIMETIN, C15H10O4, isolated from the leaves of Primula modesta1, has hitherto been regarded as 5:6-dihydroxyflavone (1), and several attempts have been made to prepare this compound2. An unambiguous synthesis of 5:6-dimethoxyflavone has now been carried out via the stages 2:6-dihydroxyacetophenone, 2-hydroxy-6-methoxyacetophenone, 2:5-dihydroxy-6-methoxyacetophenone, 2-hydroxy-5:6-dimethoxyacetophenone, 2-benzoyloxy-5:6-di-methoxyacetophenone, and 2-hydroxy-5:6-dimethoxydibenzoylmethane.

This is a preview of subscription content, access via your institution

Access options

Buy this article

Prices may be subject to local taxes which are calculated during checkout

Similar content being viewed by others

References

  1. Hattori, S., and Nagai, W., J. Chem. Soc. Japan, 51, 162 (1930); Acta phytochim., 5, 1 (1930).

    Google Scholar 

  2. Sugasawa, S., J. Chem. Soc., 1621 (1933); J. Pharm. Soc. Japan, 56, 105 (1936); Baker, W., J. Chem. Soc., 1953 (1934); Mahal, H. S., and Venkataraman, K., Current Science, 6, 450 (1938).

    Article  Google Scholar 

  3. See Shah, R. C., Mehta, C. R., and Wheeler, T. S., J. Chem. Soc., 1555 (1938).

  4. Furukawa, S., Sci. Papers Inst. Phys. Chem. Res. Tokyo, 19, 27, 39 (1932); 21, 278 (1933).

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

BAKER, W. Synthesis of 5: 6-Dihydroxyflavone and the Structure of Primetin. Nature 143, 900–901 (1939). https://doi.org/10.1038/143900b0

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1038/143900b0

Comments

By submitting a comment you agree to abide by our Terms and Community Guidelines. If you find something abusive or that does not comply with our terms or guidelines please flag it as inappropriate.

Search

Quick links

Nature Briefing

Sign up for the Nature Briefing newsletter — what matters in science, free to your inbox daily.

Get the most important science stories of the day, free in your inbox. Sign up for Nature Briefing