Synthesis of 1,4,5-trimethyl-7-thiabicyclo[2.2.2]octan-2-one from 3,7-dimethyl-5-thianonan-2,8-dione: Fid-Bau Portal

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Synthesis of 1,4,5-trimethyl-7-thiabicyclo[2.2.2]octan-2-one from 3,7-dimethyl-5-thianonan-2,8-dione

Baeva, L. A. / Ulendeeva, A. D. / Gaisina, A. R. / Shitikova, O. V. / Galkin, E. G. / Lyapina, N. K.

Abstract It was found that the heating of 3,7-dimethyl-5-thianonan-2,8-dione at 50°C in ethanol in the presence of potassium hydroxide yields 1,4,5-trimethyl-7-thiabicyclo[2.2.2]octan-2-one as a mixture of 5-exo-and 5-endo-isomers in the ratio of 5:1. The oxidation of thiabicyclooctanone with hydrogen peroxide and its reduction with sodium borohydride result in 1,4,5-trimethyl-7-thiabicyclo[2.2.2]octane-2-one-7,7-dioxide and 1,4,5-trimethyl-7-thiabicyclo[2.2.2]octane-2-ol, respectively.

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Synthesis of 1,4,5-trimethyl-7-thiabicyclo[2.2.2]octan-2-one from 3,7-dimethyl-5-thianonan-2,8-dione

Baeva, L. A. / Ulendeeva, A. D. / Gaisina, A. R. / Shitikova, O. V. / Galkin, E. G. / Lyapina, N. K.

Abstract It was found that the heating of 3,7-dimethyl-5-thianonan-2,8-dione at 50°C in ethanol in the presence of potassium hydroxide yields 1,4,5-trimethyl-7-thiabicyclo[2.2.2]octan-2-one as a mixture of 5-exo-and 5-endo-isomers in the ratio of 5:1. The oxidation of thiabicyclooctanone with hydrogen peroxide and its reduction with sodium borohydride result in 1,4,5-trimethyl-7-thiabicyclo[2.2.2]octane-2-one-7,7-dioxide and 1,4,5-trimethyl-7-thiabicyclo[2.2.2]octane-2-ol, respectively.

Synthesis of 1,4,5-trimethyl-7-thiabicyclo[2.2.2]octan-2-one from 3,7-dimethyl-5-thianonan-2,8-dione

Baeva, L. A. / Ulendeeva, A. D. / Gaisina, A. R. / Shitikova, O. V. / Galkin, E. G. / Lyapina, N. K.

Abstract It was found that the heating of 3,7-dimethyl-5-thianonan-2,8-dione at 50°C in ethanol in the presence of potassium hydroxide yields 1,4,5-trimethyl-7-thiabicyclo[2.2.2]octan-2-one as a mixture of 5-exo-and 5-endo-isomers in the ratio of 5:1. The oxidation of thiabicyclooctanone with hydrogen peroxide and its reduction with sodium borohydride result in 1,4,5-trimethyl-7-thiabicyclo[2.2.2]octane-2-one-7,7-dioxide and 1,4,5-trimethyl-7-thiabicyclo[2.2.2]octane-2-ol, respectively.

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Title:

Synthesis of 1,4,5-trimethyl-7-thiabicyclo[2.2.2]octan-2-one from 3,7-dimethyl-5-thianonan-2,8-dione

Contributors:

Baeva, L. A. (author) / Ulendeeva, A. D. (author) / Gaisina, A. R. (author) / Shitikova, O. V. (author) / Galkin, E. G. (author) / Lyapina, N. K. (author)

Published in:

Petroleum Chemistry ; 47 ; 118-122

Publication date:

2007-03-01

Size:

5 pages

ISSN:

1555-6239 , 0965-5441

DOI:

https://doi.org/10.1134/S0965544107020090

Type of media:

Article (Journal)

Type of material:

Electronic Resource

Language:

English

Keywords:

Dione , Petroleum Chemistry , Mercaptan , Aldol Condensation , Methine Carbon Chemistry , Industrial Chemistry/Chemical Engineering

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