Conclusions
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1.
2-Aminoadamantane is converted under the conditions of the Dem'yanov reaction to a mixture of 2-adamantanol (85%) and adamantanone (15%).
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2.
The skeletal isomerization of adamantane and the conversion of 2-adamantanol to its 1-isomer were not observed under the reaction conditions.
Literature cited
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H. Geluk and J. Schlatmann, Tetrahedron,24, No. 15, 5361 (1968).
M. Sinnott, H. Storesund, and M. Whiting, Chem. Commun., 1000 (1969).
R. Black and G. Gill, J. Chem. Soc. S, 671 (1970).
S. Landa, J. Burkhard, and J. Vais, Z. Chem.,7, 388 (1967).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khiiricheskaya, No. 1, pp. 139–140, January, 1973.
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Shokova, É.A., Knopova, S.I. & Kazanskii, B.A. Action of nitrous acid on 2-aminoadamantane. Russ Chem Bull 22, 137–138 (1973). https://doi.org/10.1007/BF00854139
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DOI: https://doi.org/10.1007/BF00854139