TRANSFORMATIONS OF DIALKYL(4-HYDROXY-2-BUTYNYL)(3-PHENYLALLYL)AMMONIUM BROMIDES IN AN KOH AQUEOUS SOLUTION OR IN THE PRESENCE OF POWDERED KOH

Authors

  • Э. О. Чухаджян Institute of Organic Chemistry, Scientific-Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia
  • А. С. Габриелян Institute of Organic Chemistry, Scientific-Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia
  • Эл. О. Чухаджян Institute of Organic Chemistry, Scientific-Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia
  • К. Г. Шахатуни Institute of Organic Chemistry, Scientific-Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia
  • Г. А. Паносян Molecular Structure Research Center, Scientific-Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

DOI:

https://doi.org/10.1007/1798

Keywords:

dialkyl(4-hydroxy-2-butynyl)(3-phenylallyl)ammonium bromides, dialkyl[4-(1-phenylallyl)- 2, 5-dihydro-2-furyl]amines, rearrangement–cleavage, Stevens rearrangement

Abstract

Under the action of a twofold excess of KOH and heating in aqueous solution, and also under the conditions of the Stevens rearrangement (with KOH powder and a small amount of methanol) dialkyl(4-hydroxy-2-butynyl)(3-phenylallyl)ammonium bromides form dialkyl[4-(1-phenylallyl)-2,5-dihydro-2-furyl]amines. Rearrangement–cleavage reaction also occurs under the same conditions.

How to Cite
Chukhadjian, E. O.; Gabrielyan, A. S.; Chukhadjian, El. O.; Shahkhatuni, K. G.; Panosyan G. A. Chem. Heterocycl. Compd. 2011, 47(4), 418. [Khim. Geterotsikl. Soedin. 2011, 513.]

For this article in the English edition see DOI 10.1007/s10593-011-0775-3

Downloads

Published

2014-05-20

Issue

No. 4 (2011)

Section

Original Papers