Summary
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1.
The diethyl mercaptal ofβ-cyclocitral when heated in the presence of boron trifluoride etherate is converted to 1-ethylmercaptomethylene -2,6,6-trimethy1-2-cyclohexene.
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2.
Dicarbonyl compounds of the terpene series, which were isolated as the bis-2,4-dinitrophenylhydrazones, were synthesized by the condensation of unsaturated sulfides, obtained from the diethyl acetals of α-ionone,β-ionone and β-cyclocitral, with orthoformic ester.
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Literature cited
B. M. Mikhailov, G. S. Ter-Sarkisyan, and A. A. Bystrova, Izv. AN SSSR, Ser. Khim.,1964, 46.
A. Lauchenauer and H. Schinz, Helv. Chim. Acta,32, 1265 (1949).
B. M. Mikhailov and L. S. Povarov, Izv. AN SSSR, Ser. Khim.,1964, 934.
E. M. Shantz, J. Am. Chem. Soc.,68, 2553 (1946).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 561–563, March, 1965
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Ter-Sarkisyan, G.S., Mikhailov, B.M. Condensation of unsaturated thioethers of terpene series with orthoformic ester. Russ Chem Bull 14, 546–548 (1965). https://doi.org/10.1007/BF00846627
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DOI: https://doi.org/10.1007/BF00846627