Skip to main content
Log in

Synthesis of 2-[2-isopropyl-4-(o-methoxyphenyl)-tetrahydropyran-4-yl]amine and its reaction with aromatic aldehydes

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

A preparative method was developed for the synthesis of 2-isopropyltetrahydropyran-4-one, which was then transformed by the action of ethyl cyanoacetate into ethyl (2-isopropyl-4-tetrahydro-pyranylidene)cyanoacetate. Reaction of the latter with o-methoxyphenylmagnesium bromide followed by saponification and reduction with LiAlH4 led to 4-(2-aminoethyl)-2-isopropyl-4-(o-methoxy-phenyl)tetrahydropyran. A series of new azomethines, which are reduced to the corresponding amines by the action of NaBH4, were synthesized by the reaction of the above-mentioned amine with aromatic aldehydes.

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

Access this article

Subscribe and save

Springer+ Basic
EUR 32.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or Ebook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

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

Instant access to the full article PDF.

Similar content being viewed by others


  1. N. S. Arytunyan, L. A. Akopyan, R. G. Paronikyan, and N. E. Akopyan, Khim.-Farm. Zh., 24, No. 5, 29 (1990).

    Google Scholar 

  2. N. N. Nazarov, I. V. Torgov, and L. N. Terekhova, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk, No. 1, 50 (1943).

Download references

Author information

Authors and Affiliations


Corresponding author

Correspondence to G. A. Gevorgyan.

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 838-842, June, 2010.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Arutjunyan, N.S., Hakobyan, L.A., Hakobyan, N.Z. et al. Synthesis of 2-[2-isopropyl-4-(o-methoxyphenyl)-tetrahydropyran-4-yl]amine and its reaction with aromatic aldehydes. Chem Heterocycl Comp 46, 670–674 (2010).

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: