Studies on psychotropic agents. II. Synthesis of 1-substituted-3-(p-fluorophenacyl)piperidines and the related compounds.

Abstract
A series of 1-substituted-3-phenacylpiperidine derivatives and 1-substituted-3-(p-fluorophenacyl)pyrrolidine derivatives were synthesized for pharmacological testing. Conversion of 3-phenacyl-4-piperidone derivatives into 4,5,6,7-tetrahydrofuro(or -1H-pyrrolo)[3,2-c)pyridine derivatives, rearrangement of quaternary salts of these products with phenylithium and dimerization of the dehydration product of 1-benzyl-3-hydroxymethyl-4-piperidone were described. Among the compounds synthesized, 1-(p-fluorobenzoyl)propyl-3-(p-fluorophenacyl)-pyrrolidine showed remarkable CNS depressing activities.

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