Advertisement

Chemistry of Heterocyclic Compounds

, Volume 20, Issue 7, pp 761–766 | Cite as

Synthesis and properties of 1,2,2,6,6-pentamethyl-3,5-dimethylene-4-piperidone

  • A. M. Belostotskii
  • A. B. Shapiro
Article

Abstract

1,2,2,6,6-Pentamethyl-3,5-dimethylene-4-piperidone was synthesized, whereas analogous compounds in the 4-piperidone series could not be isolated. An unusual reaction of the compound obtained with primary aliphatic amines, consisting of successive addition of the amine at the C=C bonds, with a possible formation of an intermediate bicyclic adduct and further elimination of methylamine, was detected.

Keywords

Organic Chemistry Adduct Methylamine Aliphatic Amine Successive Addition 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    D. V. Sokolov, V. N. Khokhlov, and N. G. Permitina, Vestn. Akad. Nauk Kaz. SSR, No. 10, 63 (1958).Google Scholar
  2. 2.
    A. B. Shapiro, V. P. Ivanov, and É. G. Rozantsev, USSR Patent No. 475362; Byull. Izobr., No. 24, 55 (1975).Google Scholar
  3. 3.
    A. B. Shapiro, V. P. Ivanov, O. M. Khvostach, and É. G. Rozantsev, Izv. Akad. Nauk SSSR, Ser. Khim., No. 7, 1688 (1973).Google Scholar
  4. 4.
    H. L., Goering, P. W. Creiner, and M. F. Sloan, J. Am. Chem. Soc., 83, 1391 (1961).Google Scholar
  5. 5.
    N. Bhacca and D. Williams, Applications of NMR Spectroscopy in Organic Chemistry, Holden-Day (1964).Google Scholar

Copyright information

© Plenum Publishing Corporation 1985

Authors and Affiliations

  • A. M. Belostotskii
    • 1
    • 2
  • A. B. Shapiro
    • 1
    • 2
  1. 1.Scientific-Research Institute of PharmacologyAcademy of Medical Sciences of the USSRMoscow
  2. 2.Institute of Chemical PhysicsAcademy of Sciences of the USSRMoscow

Personalised recommendations