Skip to main content
SpringerLink
Log in

Protonation and hydrolysis of α-piperidinocrotonaldehyde

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    Treatment of α-piperidinocrotonaldehyde with hydrogen chloride or trifluoroacetic acid gave the corresponding enammonium salt. Reaction of the aldehyde with acetic acid caused dissociation and polymerization.

  2. 2.

    Hydration of the double bond of a-piperidinocrotonaldehyde in acid medium proceeded according to the Markownikoff rule to yield the piperidine salt and ethylglyoxal.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Literature cited

  1. P. W. Hickmott, Tetrahedron Lett.,18, 1975 (1982).

    Google Scholar 

  2. L. Alais, R. Michelot, and B. Tchoubar, Compt. Rend. Acad. Sci. Ser. C.,273, 261 (1971).

    Google Scholar 

  3. K. A. Kovar and M. Bojadiew, Arch. Pharm.,315, 883 (1982).

    Google Scholar 

  4. J. Teysseyre, J. Arriau, A. Dargelos, and J. Elguero, J. Chim. Phys., Phys. Chim. Biol., 72, 303 (1975).

    Google Scholar 

  5. V. G. Granik, N. P. Kostyuchenko, V. G. Smirnova, Yu. N. Sheinker, and R. G. Glushkov, Zh. Org. Khim.,9, 2299 (1973).

    Google Scholar 

  6. E. P. Prokof'ev, Zh. A. Krasnaya, and V. F. Kucherov, Org. Magn. Resonance,6, 240 (1974); E. P. Prokof'ev, Zh. A. Krasnaya, and V. F. Kucherov, Izv. Akad. Nauk SSSR, Ser. Khim., 2218 (1972).

    Google Scholar 

  7. H. Matsushita, Y. Tsujino, M. Noguchi, and S. Yoshikawa, Chem. Lett., 1087 (1976).

  8. H. Matsushita, Y. Tsujino, M. Noguchi, and S. Yoshikawa, Bull. Chem. Soc. Jpn.,50, 1513 (1977).

    Google Scholar 

  9. R. Carlson, L. Nilsson, C. Rappe, A. Babadjamian, and J. Metzger, Acta Chem. Scand., Ser. B,32, 85 (1978).

    Google Scholar 

  10. Dictionary of Organic Compounds [Russian translation], Vol. 3, IL, Moscow (1949), p. 499.

Download references

Author information

Authors and Affiliations

  1. Irkutsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, USSR

    N. A. Keiko, A. Yu. Rulev, I. D. Khalikhman & M. G. Voronkov

Authors
  1. N. A. Keiko
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. Yu. Rulev
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. I. D. Khalikhman
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. M. G. Voronkov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2471–2474, November, 1986.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Keiko, N.A., Rulev, A.Y., Khalikhman, I.D. et al. Protonation and hydrolysis of α-piperidinocrotonaldehyde. Russ Chem Bull 35, 2260–2262 (1986). https://doi.org/10.1007/BF00953335

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00953335

Keywords

Search

Navigation