Skip to main content
SpringerLink
Log in

Alkylation of tetrahydropyran

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

Conclusions

  1. 1.

    Conditions were found for the alkylation of tetrahydropyran with alkenes in presence of di-t-butyl peroxide.

  2. 2.

    The effect of reaction time and amount of the peroxide on the yield of the monoalkyl derivative was determined. The maximum yield of 2-ethyltetrahydropyran is obtained in presence of 4.4 mol.% of the peroxide.

  3. 3.

    The six-membered cyclic ether tetrahydropyran is less reactive than its five-membered analog, tetrahydrofuran.

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. N. I. Shuikin and B. L. Lebedev, Dokl. AN SSSR,139, 131 (1961).

    Google Scholar 

  2. N. I. Shuikin and B. L. Lebedev, Izv. AN SSSR, Otd. khim. n.,1961, 2195.

  3. N. I. Shuikin and B. L. Lebedev, Izv. AN SSSR, Otd. khim. n.,1962, 533.

  4. N. I. Shuikin and B. L. Lebedev, Izv. AN SSSR, Ser. khim.,1967, 639.

  5. S. M. Skuratov, A. A. Strepikheev, and M. P. Kozina, Dokl. AN SSSR,117, 452 (1957).

    Google Scholar 

  6. G. M. Barrow and S. Searles, J. Amer. Chem. Soc.,75, 1175 (1953).

    Google Scholar 

  7. C. Crisan, Ann. chimie, [13],1, 436 (1956).

    Google Scholar 

  8. A. Franke, A. Koroupa, and T. Panzer, Monatsh.,56, 331 (1930).

    Google Scholar 

  9. R. K. Summerbell and R. R. Umhoefer, J. Amer. Chem. Soc.,61, 3016 (1939).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, USSR

    N. I. Shuikin, B. L. Lebedev & I. P. Yakovlev

Authors
  1. N. I. Shuikin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. B. L. Lebedev
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. I. P. Yakovlev
    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. 3, pp. 644–648, March, 1967.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Shuikin, N.I., Lebedev, B.L. & Yakovlev, I.P. Alkylation of tetrahydropyran. Russ Chem Bull 16, 619–622 (1967). https://doi.org/10.1007/BF00906005

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00906005

Keywords

Search

Navigation