Skip to main content
Log in

Synthesis and properties of furan derivatives 2. Role of the halogen in RMgX in reactions with alkoxytetrahydrofurans

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Heating 2-methoxytetrahydrofuran with ethylmagnesium bromide in benzene at reflux leads to the formation of 2-ethoxytetrahydrofuran and slight amounts of 4-methoxy-1-hexanol. Under analogous conditions, 2-ethoxytetrahydrofuran is quantitatively cleaved by methylmagnesium iodide to give 4-ethoxy-1-pentanol.

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

Access this article

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. R. A. Karakhanov, E. S. Bogacheva, I. Romero, and V. I. Kelarev, Khim. Geterotsikl. Soedin., No. 4, 449 (1991).

    Google Scholar 

  2. G. Westera, C. Blomberg, and F. Bickelhaupt, J. Org. Chem., 144, 285 (1978).

    Google Scholar 

  3. L. N. Kralina, R. I. Kruglikova, and T. I. Tarulina, Khim. Geterotsikl. Soedin., No. 3, 311 (1970).

    Google Scholar 

  4. Yu. N. Polivin, R. A. Karakhanov, and V. N. Postnov, Usp. Khim., No. 3, 403 (1990).

    Google Scholar 

  5. R. A. Karakhanov and R. M. Gafarov, Proceedings of the Fourth All-Union Symposium on Heterogeneous Catalysis of Heterocyclic Compounds [in Russian], Riga (1987), p. 127.

  6. E. C. Ashby, Pure Appl. Chem., 52, 545 (1980).

    Google Scholar 

  7. H. Normant, Comptes Rendus, 43, 3816a (1949).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

For Communication 1, see [1]

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 592–594, May, 1992.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Polivin, Y.N., Trofimova, M.V., Karakhanov, R.A. et al. Synthesis and properties of furan derivatives 2. Role of the halogen in RMgX in reactions with alkoxytetrahydrofurans. Chem Heterocycl Compd 28, 494–496 (1992). https://doi.org/10.1007/BF00475242

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00475242

Keywords

Navigation