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Synthesis of heterocyclic derivatives of 3,6-di-tert-butyl-o-benzoquinone by catalytic dehydrocondensation with ethylene glycol, glycerol, and diethanolamine

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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.

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References

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Authors
  1. T. I. Prokof'eva
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  2. V. B. Vol'eva
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  3. A. I. Prokof'ev
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  4. S. Belostotskaya
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  5. N. L. Komissarov
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  6. V. V. Ershov
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Additional information

N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, Moscow 117977, Russia e-mail: chembio@chph.ras.ru, chembio@glasnet.ru. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1057–1065, August, 2000.

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Prokof'eva, T.I., Vol'eva, V.B., Prokof'ev, A.I. et al. Synthesis of heterocyclic derivatives of 3,6-di-tert-butyl-o-benzoquinone by catalytic dehydrocondensation with ethylene glycol, glycerol, and diethanolamine. Chem Heterocycl Compd 36, 923–930 (2000). https://doi.org/10.1007/BF02256976

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  • DOI: https://doi.org/10.1007/BF02256976

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