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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
Article
  • 49 Downloads

Abstract

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[3.2.1.02,7]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.

Keywords

Purification Organic Chemistry Recrystallization Hydrochloride Octane 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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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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