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Debenzoylation and configurations of the isomeric 1-benzoyl-octahydro-1-pyrindines and decahydroquinolines

  • Organic and Biological Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

  1. 1.

    cis- and trans-Octahydro-1-pyrindines differ greatly in rate of debenzoylation when heated with dry hydrogen chloride in dioxane.

  2. 2.

    The infrared spectra of N-benzoyl derivatives of cis-decahydroquinoline and cis-octahydro-1-pyrindine differ appreciably in the region 1630–1650 cm−1 from the spectra of benzamides of the trans series in the same region.

  3. 3.

    The infrared spectra of the iodine complexes of cis and trans isomers of decahydroquinoline and octahydro-1-pyrindine amides and the ultraviolet spectra of solutions of these amides in concentrated sulfuric acid are extremely similar.

  4. 4.

    Views are advanced concerning the predominating conformations of cis-1-benzoyldecahydroquinoline and cis-1-benzoyloctahydro-1-pyrindine.

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Literature cited

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences, USSR

    É. A. Mistryukov

Authors
  1. É. A. Mistryukov
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2006–2009, November 1965

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Mistryukov, É.A. Debenzoylation and configurations of the isomeric 1-benzoyl-octahydro-1-pyrindines and decahydroquinolines. Russ Chem Bull 14, 1970–1973 (1965). https://doi.org/10.1007/BF00845892

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  • DOI: https://doi.org/10.1007/BF00845892

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