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Russian Journal of General Chemistry

, Volume 87, Issue 12, pp 2762–2765 | Cite as

Peculiar Features of the Willgerodt–Kindler Reaction of 1-Adamantylpropan-2-one and Its Derivatives

  • I. A. Novakov
  • B. S. Orlinson
  • E. N. Savel’ev
  • E. A. Potaenkova
  • O. V. Vostrikova
  • D. P. Tarakanov
  • M. A. Nakhod
Article
  • 17 Downloads

Abstract

The Willgerodt–Kindler reaction of 1-(1-adamantyl)propan-2-one and its derivatives was studied by gas chromatography–mass spectrometry. The reaction time was found to be 3–4 times longer than in the case of alkyl aryl ketones due to considerable steric hindrances in the molecules of adamantyl ketones. The use of diglyme as solvent and sodium butyl xanthate as catalyst significantly shortened the reaction time and improved the yield to 92%.

Keywords

Willgerodt–Kindler reaction 1-adamantylpropan-2-one 3-(1-adamantyl)propanoic acid sodium butyl xanthate 

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Copyright information

© Pleiades Publishing, Ltd. 2017

Authors and Affiliations

  • I. A. Novakov
    • 1
  • B. S. Orlinson
    • 1
  • E. N. Savel’ev
    • 1
  • E. A. Potaenkova
    • 1
  • O. V. Vostrikova
    • 1
  • D. P. Tarakanov
    • 1
  • M. A. Nakhod
    • 1
  1. 1.Volgograd State Technical UniversityVolgogradRussia

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