Synthesis of 3-hydroxy-3-methyl-7-phenylbenzo[<i>a</i>]quinolizin-2-ones

Authors

  • Г. В. Пшеничный Institute of Organophysical Chemistry, Belorussian Academy of Sciences, Minsk 220072
  • By Динь Хоанг Institute of Organophysical Chemistry, Belorussian Academy of Sciences, Minsk 220072
  • Л. С. Станишевский Institute of Organophysical Chemistry, Belorussian Academy of Sciences, Minsk 220072

Abstract

Amino alcohols were prepared by debenzylation of 1-benzyl-3-hydroxy-3-methyl-6(e)phenyl-4 piperidone ethylene ketals, alkylation with phenacyl bromide, and subsequent reduction of the carbonyl group, and holding the alcohol in a mixture of sulfuric and trifluoroacetic acids yields 3-hydroxy-3-methyl-7(e)-phenylbenzo[a]quinolizin-2-ones. The possibility of recyclization of the latter while boiling in a mixture of acetic anhydride and acetic acid by α-ketol rearrangement or rupture of the C-N bond was demonstrated.

How to Cite
Pshenichnyi, G. V.; Khoang, V. D.; Stanishevskii, L. S. Chem. Heterocycl. Compd. 1994, 30, 200. [Khim. Geterotsikl. Soedin. 1994, 221.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01165012

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Published

1994-02-25

Issue

No. 2 (1994)

Section

Original Papers