Synthesis and conversions of the dimer of 2-methylene-5,6-benzocyclohexan-1-one induced by H<sub>2</sub>S and acids

Authors

  • E. B. Капитонова N. G. Chernyshevskii Saratov State University, Saratov 410600
  • O. B. Федотова N. G. Chernyshevskii Saratov State University, Saratov 410600
  • А. А. Чушков N. G. Chernyshevskii Saratov State University, Saratov 410600
  • H. Н. Сорокин N. G. Chernyshevskii Saratov State University, Saratov 410600
  • B. Г. Харченко N. G. Chernyshevskii Saratov State University, Saratov 410600

Abstract

Reaction of 5,6-benzocyclohexan-1-one with formaldehyde in the presence of bases gives the Diels—Alder dimer of the intermediate 2-methylene-5,6-benzocyclohexan-1-one and the expected methylenebis-5,6-benzocyclohexan-1-one. The optimal conditions for the formation of the dimer and its conversion into the hydroxy-1,6-diketone are found. The reactions of these products with H2S and acids are studied. The structures of the newly prepared compounds are confirmed by 13C NMR.

How to Cite
Kapitonova, E. V.; Fedotova, O. V.; Chushkov, A. A.; Sorokin, N. N.; Kharchenko, V. G. Chem. Heterocycl. Compd. 1994, 30, 773. [Khim. Geterotsikl. Soedin. 1994, 898.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01169632

Published

1994-07-25

Issue

Section

Original Papers