Chemistry of Natural Compounds

, Volume 16, Issue 4, pp 397–402 | Cite as

Synthesis and study of the structure of new N-substituted 2-methyl-5-(1-methylethyl) cyclohexylamines

  • I. I. Bardyshev
  • N. G. Kozlov
  • T. K. Vyalimyaé
  • T. I. Pekhk


Original methods of synthesizing N-substituted 2-methyl-5-(1-methylethyl)cyclohexylamines by hydroamination reactions of (+)-S-carvone with aliphatic nitriles and the hydroamination of some aldehydes and ketones with (+)-S-carvone oxime have been developed. The optimum conditions for performing these processes has been selected. It has been established by13C NMR that the reactions studied form a mixture of N-substituted carvo-, isocarvo-, neocarvo-, and neoisocarvomenthylamines in a ratio of 65:20:10:5. As a result of the investigation, 11 secondary amines of the p-menthane series not previously described in the literature have been isolated and characterized. The absolute configurations of the compounds synthesized have been determined.


Oxime Space Velocity Secondary Amine Carvone Cyclohexylamine 


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Copyright information

© Plenum Publishing Corporation 1981

Authors and Affiliations

  • I. I. Bardyshev
  • N. G. Kozlov
  • T. K. Vyalimyaé
  • T. I. Pekhk

There are no affiliations available

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