SYNTHESIS OF HETEROCYCLIC DERIVATIVES OF 3,6-DI-<i>tert</i>-BUTYL-<i>o</i>-BENZOQUINONE BY CATALYTIC DEHYDROCONDENSATION WITH ETHYLENE GLYCOL, GLYCEROL, AND DIETHANOLAMINE

Authors

  • Т. И. Прокофьева N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, Moscow
  • В. Б. Вольева N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, Moscow
  • А. И. Прокофьев N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, Moscow
  • И. С. Белостоцкая N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, Moscow
  • Н. Л. Комиссаров N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, Moscow
  • В. В. Ершов N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, Moscow

DOI:

https://doi.org/10.1007/290

Keywords:

manganese dioxide, 3, 6-di-tert-butyl-o-benzoquinone, 7, l0-di-tert-butyl-5-(β-hydroxyethyl)-2-oxa-5-azabicyclo[4.4.0]deca-1, 6-diene-8, 9-dione, derivatives of 2, 5-dioxabicyclo[4.4.0]deca-1, catalytic dehydrocondensation

Abstract

The dehydrocondensation of 3,6-di-tert-butyl-o-benzoquinone with ethylene glycol, glycerol, its chlorhydrin, and with diethanolamine, catalyzed by MnO2-NaOH, has been carried out in an alcohol-DMF medium with the formation of 7,10-di-tert-butyl-2,5-dioxabicyclo[4.4.0]deca-1,6-diene-8,9-dione, its 4-hydroxymethyl and 4-chloromethyl derivatives, and 7,10-di-tert-butyl-5-(β-hydroxyethyl)-2-oxa-5-azabicyclo[4.4.0]deca- 1,6-diene-8,9-dione.

Authors: T. I. Prokof'eva, V. B. Vol'eva, A. I. Prokof'ev, S. Belostotskaya, N. L. Komissarov, and V. V. Ershov.

English Translation in Chemistry of Heterocyclic Compounds, 2000, 36 (8), pp 923-930

http://link.springer.com/article/10.1007/BF02256976

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Published

2013-02-11

Issue

No. 8 (2000)

Section

Original Papers