Skip to main content
SpringerLink
Log in

The synthesis and reactions of vinyl ethers of ethanolamines

Communication 2. The synthesis of aminoacetals

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

Summary

  1. 1.

    β-Chloroethyl isopropyl acetal and β-chloroethyl isobutyl acetal have been prepared.

  2. 2.

    It has been shown that a radical of iso-structure does not inhibit the disproportionation of mixed chloroacetals.

  3. 3.

    β-Aminoethyl isopropyl acetal and β-aminoethyl isobutyl acetal and also aminoacetals containing secondary and tertiary amino groups have been synthesized.

  4. 4.

    It has been established that the yields of aminoacetals containing primary, secondary, and tertiary amino groups depend on the reaction conditions.

  5. 5.

    It has been found that, unlike dialkyl acetals, aminoacetals are difficult to hydrolyze and do not undergo disproportionation under the conditions of synthesis.

  6. 6.

    The peculiar properties of aminoacetals are to be explained by the presence in their molecules of an amino group in the β-position to oxygen.

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. C. Paal, L. van Geonber, Arch. Pharm. 246, 306 (1908); C. A. 3, 640 (1909).

    Google Scholar 

  2. I.P. Fourneau, S. Chantalon, Bull. soc. chim. 12(5), 845 (1945).

    Google Scholar 

  3. A.Wohl, Ber., 38 (4), 4154 (1905).

    Google Scholar 

  4. W.O.Kormack, W.H.Perkin, P.Robins, J.Chem.Soc., 121, 1872 (1922).

    Google Scholar 

  5. M.Senkus, U.S.Patent 2,363,464 (1944); C.A. 39, 3008 (1945).

    Google Scholar 

  6. D.J. Loder, U.S.Patent 2,395,281 (1946); C.A. 40, 3128 (1946).

  7. Wm. F. Creshman, U.S. Patent 2,409,675 (1946); C.A.41, 985 (1947).

  8. M.F.Shostakovsky and N.A.Gershtein. J.Gen.Che. 16, 937 (1946).

    Google Scholar 

  9. M.F.Shostakovsky and N.A.Gershetin. J.Gen.Chem. 18, 451 (1948).

    Google Scholar 

  10. M.F.Shostakovky, N.A.Gerhsteyn, and A.K.Gorban, Bull. Acad. Sci. U.S.S.R., Div. Chem. Sci., 2, 212 (1949).

    Google Scholar 

  11. M.V.Grignard, A.C.Purdy, Bull. soc. chim. 31(4), 982 (1922).

    Google Scholar 

  12. A.Claus and E.Trainer, Ber., 19, 3004 (1886).

    Google Scholar 

  13. E.W.Adams, H.Adkins, J.Am.Chem.Soc., 47, 1358 (1925); J. de Girard, J. 695 (1880).

    Google Scholar 

  14. A.Gulyaeva and T.Bauguleva, Caoutchouc and Rubber, 10, No. 1, 49 (1937); D.D. Coffman, U.S. Patent 2, 374,078 (1945); C.A. 39, 3976 (1945).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Organic Chemistry of the U.S.S.R. Academy of Sciences, USSR

    M. F. Shostakovsky, I. A. Chekulaeva & N. A. Gershtein

Authors
  1. M. F. Shostakovsky
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. I. A. Chekulaeva
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. N. A. Gershtein
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Shostakovsky, M.F., Chekulaeva, I.A. & Gershtein, N.A. The synthesis and reactions of vinyl ethers of ethanolamines. Russ Chem Bull 1, 185–192 (1952). https://doi.org/10.1007/BF01176588

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01176588

Keywords

Search

Navigation