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Chemistry of Heterocyclic Compounds

, Volume 1, Issue 5, pp 508–510 | Cite as

Polynuclear heterocyclic compounds

XX. Reduction products from 2, 3 (CO)-benzoylene-4-phenyl-5-keto-7, 7-dimethyl-5, 6, 7, 8-tetrahydroquinoline
  • E. I. Stankevich
  • G. Ya. Vanag
Article
  • 27 Downloads

Abstract

When 2, 3(CO)-benzoylene-4-phenyl-5-keto-7, 7-dimethyl-5, 6, 7, 8-tetrahydroquinoline is catalytically hydrogenated using Adams catalyst, the five-membered ring carbonyl group is reduced to an alcohol group. The acetate, urethane, monoxime, and hydrochloride of the reduction product are prepared. Their IR spectra are measured. When 2, 3 (CO)-benzoylene-4-phenyl-5-keto-7, 7-dimethyl-5, 6, 7, 8-tetrahydroquinoline is reduced by zinc dust and glacial acetic acid, both carbonyl groups are reduced to CH2, and 2, 3 (CH2)-benzylene-4-phenyl-5-keto-7, 7-dimethyl-5, 6, 7, 8-tetrahydroquinoline is formed.

Keywords

Alcohol Acetate Zinc Dust Acetic Acid 
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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References

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    E. I. Stankevich and G. Ya. Vanag, Izv. AN LatvSR, ser. khim., 223, 1961.Google Scholar
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    E. I. Stankevich and G. Ya. Vanag, KhGS [Chemistry of Heterocyclic Compounds], 305, 1965.Google Scholar
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    E. I. Stankevich and G. Ya. Vanag, ZhOKh, 32, 1146, 1962.Google Scholar
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    N. H. Cromwell and R. A. Mitsch, J. Org. Chem., 26, 3812, 1961.Google Scholar

Copyright information

© The Faraday Press, Inc. 1966

Authors and Affiliations

  • E. I. Stankevich
    • 1
  • G. Ya. Vanag
    • 1
  1. 1.Institute of Organic Synthesis AS Latvian SSRRiga

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