Chemistry of Heterocyclic Compounds

, Volume 28, Issue 11, pp 1289–1292 | Cite as

Purification of 3-ethoxycarbonylquinuclidine and its conversion to 3-quinuclidinecarboxylic acid and 3-quinuclidinylmethanol

  • L. N. Koikov
  • E. A. Lisitsa
  • N. A. Alekseeva
  • K. F. Turchin
  • T. Ya. Filipenko


3-Ethoxycarbonylquinuclidine obtained by the Grob method is a mixture of 3-ethoxycarbonyl-1-azabicylo-[2.2.2]- and, according to 13C NMR data, 5-ethoxycarbonyl-5-azatricyclo[,7]octanes (∼16∶2∶1). 3-Ethoxy-carbonylquinuclidine was purified by recrystallization of the hydrochloride, hydrolyzed by water to 3-quinuclidinecarboxylic acid, and reduced by LiAlH4 to 3-quinuclidinylmethanol.


Purification Organic Chemistry Recrystallization Hydrochloride Octane 
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Copyright information

© Plenum Publishing Corporation 1993

Authors and Affiliations

  • L. N. Koikov
    • 1
  • E. A. Lisitsa
    • 1
  • N. A. Alekseeva
    • 1
  • K. F. Turchin
    • 1
  • T. Ya. Filipenko
    • 1
  1. 1.Drug Chemistry CenterAll-Union Scientific-Research Institute of the Chemical and Pharmaceutical IndustryMoscow

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