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Journal of Wood Science

, Volume 52, Issue 1, pp 90–92 | Cite as

Facile synthesis of rubiadin by microwave heating

  • Toshiyuki Takano
  • Tomomi Kondo
  • Fumiaki Nakatsubo
Note

Abstract

Rubiadin (4) (1,3-dihydroxy-2-methylanthraquinone), which is one of the natural dyes from the roots of Rubiaceae, was synthesized from phthalic anhydride (1) and 2,6-dihydroxytoluene (3) by two reaction steps, that is, a Friedel-Crafts reaction with AlCl3 and a cyclization with H2SO4/HBO2. Microwave heating resulted in remarkable acceleration of the reaction rate in the first reaction, and had an effect in reducing the reaction time and increasing the yield of rubiadin (4) in the second reaction.

Key words

Synthesis Rubiadin Hydroxyanthraquinone Microwave Friedel-Crafts acylation 

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Copyright information

© The Japan Wood Research Society 2006

Authors and Affiliations

  • Toshiyuki Takano
    • 1
  • Tomomi Kondo
    • 1
  • Fumiaki Nakatsubo
    • 1
  1. 1.Division of Forest and Biomaterials Science, Graduate School of AgricultureKyoto UniversitySakyo-ku, KyotoJapan

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