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Condensation of N-ethylpiperid-4-one with benzaldehyde

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Reaction of N-ethylpiperid-4-one with benzaldehyde and KOH in 65% aqueous methanol gives 2,7-diethyl-10a-hydroxy-9-phenyl-4-(phenylmethylene)-2,7-diaza-10-oxa-1,2,3,4,5,6,7,8,8a, 10a-decahydroanthracene. In the presence of HCl/EtOH, 3,5-bis(phenylmethylene)-1-ethylpiperid-4-one is formed. In the presence of HCl/AcOH, 2,7-diethyl-9-phenyl-4,5-bis(phenylmethylene)-2,7-diaza-10-oxa-1,2,3,4,5,6,7,8-octahydroanthracene is formed.

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Center for the Chemistry of Medicinal Agents, All-Russian Chemicopharmaceutical Institute, Moscow 119815. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1247–1249, September, 1998.

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Alekseeva, N.V., Koikov, L.N. & Turchin, K.F. Condensation of N-ethylpiperid-4-one with benzaldehyde. Chem Heterocycl Compd 34, 1070–1072 (1998). https://doi.org/10.1007/BF02251553

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  • DOI: https://doi.org/10.1007/BF02251553

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