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Chemistry of Heterocyclic Compounds

, Volume 2, Issue 4, pp 440–442 | Cite as

Unsymmetrical three-carbon condensations with dimedone

  • E. I. Stankevich
  • E. E. Grinshtein
  • G. Ya. Vanag
Article
  • 42 Downloads

Abstract

Condensing together equimolecular amounts of dimedone, an aldehyde, and ß-aminocrotonic ester gives derivatives of 3-ethoxycarbonyl-2, 7, 7-trimethyl-5-keto-1, 4, 5, 6, 7, 8-hexahydroquinoline (IVa-c); of these, compounds IVb and IVc can be oxidized by chromic anhydride to 3-ethoxycarbonyl-2, 7, trimethyl-5-keto-5, 6, 7, 8-tetrahydroquinolines (Vb, c). The UV and IR spectra of compounds IVc and Vc are determined. Oxidation splits IVa to bisdimedonylmethane (VI).

Keywords

Oxidation Ester Organic Chemistry Aldehyde Anhydride 
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

© The Faraday Press, Inc. 1967

Authors and Affiliations

  • E. I. Stankevich
    • 1
  • E. E. Grinshtein
    • 1
  • G. Ya. Vanag
    • 1
  1. 1.Institute of Organic SynthesisAS LatvSSRRiga

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