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Transformations of dialkyl(4-hydroxy-2-butynyl)-(3-phenylallyl)ammonium bromides in an KOH aqueous solution or in the presence of powdered KOH

  • E. O. Chukhadjian
  • A. S. Gabrielyan
  • El. O. Chukhadjian
  • K. G. Shahkhatuni
  • G. A. Panosyan
Article

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.

Keywords

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

References

  1. 1.
    E. O. Chukhadjian, A. S. Gabrielyan, A. R. Gevorkyan, G. A. Panosyan, T. D. Karapetyan, Khim. Geterotsikl. Soedin., 354 (2009). [Chem. Heterocycl. Comp., 45, 284 (2009)].Google Scholar
  2. 2.
    E. O. Chukhadjian, A. S. Gabrielyan, El. O. Chukhadjian, K. G. Shakhatuni, G. A. Panosyan, Khim. Geterotsikl. Soedin., 1622 (2009). [Chem. Heterocycl. Comp., 45, 1302 (2009)].Google Scholar
  3. 3.
    E. O. Chukhadjian, A. R. Gevorkyan, El. O. Chukhadjian, K. G. Shahkhatuni, Zh. Org. Khim., 36, 1304 (2000).Google Scholar

Copyright information

© Springer Science+Business Media, Inc. 2011

Authors and Affiliations

  • E. O. Chukhadjian
    • 1
  • A. S. Gabrielyan
    • 1
  • El. O. Chukhadjian
    • 1
  • K. G. Shahkhatuni
    • 1
  • G. A. Panosyan
    • 2
  1. 1.Institute of Organic Chemistry, Scientific-Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of ArmeniaYerevanRepublic of Armenia
  2. 2.Molecular Structure Research Center, Scientific-Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of ArmeniaYerevanRepublic of Armenia

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