Condensation of 1,2,5-trimethyl-4-piperidone with ethyl- and naphthylacetylenes and synthesis of substituted pyridines

The Favorskii reaction with 1,2,5-trimethyl-4-piperidone and ethyl- and naphthylacetylenes gave the corresponding piperidols, the hydrogenation of which gave 1,2,5-trimethyl-4-nbutyl(or 2-naphthylethyl)-4-piperidols. 4-Phenyl- and 4-butyl-2,5-dimethylpyridine were condensed with formaldehyde, and some of the transformations of the resulting β-hydroxyethyl derivatives were studied. © 1975 Plenum Publishing Corporation.