Abstract
5,6-Benzo-1,2-diazabicyclo[2.2.2]octane was synthesized by nitrosation of 1,2,3,4-tetrahydrocinchoninic acid, reduction of the 1-nitroso derivative to 1-amino-1,2,3,4-tetrahydrocinchoninic acid, cyclodehydration of it to 3-oxo-5,6-benzo-1,2-diazabycyclo[2.2.2]octane, and reduction of the oxo group to a methylene group with lithium aluminum hydride.
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E. E. Mikhlina, N. A. Komarova, and M. V. Rubtsov, Khim. Geterotsikl. Soed., No. 91, 259 (1966).
E. E. Mikhlina, K. F. Turchin, N. A. Komarova, and M. V. Rubtsov, Khim. Geterotsikl. Soed., 340 (1969).
E. E. Mikhlina and N. A. Komarova, Khim. Geterotsikl. Soed., 851 (1969).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1369–1371, October, 1970.
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Mikhlina, E.E., Komarova, N.A. & Yakhontov, L.N. Synthesis of 5,6-benzo-1,2-diazabicyclo [2.2.2]octane. Chem Heterocycl Compd 6, 1276–1278 (1970). https://doi.org/10.1007/BF00755076
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DOI: https://doi.org/10.1007/BF00755076