1955 年 75 巻 6 号 p. 658-662
There are several compounds having powerful analgesic action in the series of 1-methyltetrahydropyridines possessing alicyclic radical in 2- or 4-position. These were obtained by the dehydration of hydroxypiperidines, which were prepared by the reaction with Grignard or lithium compounds of corresponding alicyclic compounds on 1-methyl-4-piperidones. The dehydration of 1-methyl-2-hydroxy-2-alicyclic piperidine was also tried but was not successful so far as the conditions employed were concerned.