S. I. Kutkevichus, R. I. Shablinskas
Oct 1, 1971
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Journal
Chemistry of Heterocyclic Compounds
Abstract
The ethyl group of 3-hydroxy-6-ethyl-1,2,3,4-tetrahydrobenzo[h]quinoline is chlorinated and the tetrahydropyridine ring is aromatized under the influence of thionyl chloride. The corresponding 6-alkylbenzo[h]quinolines and 6-alkyl-1,2,3,4-tetrahydrobenzo[h]quinolines are formed when 3-hydroxy-6-alkyl-1,2,3,4-tetrahydrobenzo[h]quinolines are heated with polyphosphoric acid at 200–205°C, but only 6-alkylbenzo[h]quinolines are formed at up to 270°.