| 摘要 |
<p>The invention comprises compounds of formula <FORM:0995964/C2/1> where R is a hydrogen or halogen atom, or an alkyl or alkoxy group, and R1 is a hydrogen atom, or alkyl group, and acid-addition salts thereof, which are prepared by cyclizing aryl-a -piperidyl-carbinols of formula <FORM:0995964/C2/2> with cyanogen halides, or by converting the carbinols, preferably in the form of their acid-addition salts, by treatment with cyanates or thiocyanates into the corresponding ureas or thioureas which can then be cyclized by heating with a hydrohalic acid, alcoholic mercury oxide or thionyl chloride. Further, when working at temperatures the cyanides obtained by treating the carbinols with a cyanogen halide can be isolated, and then cyclized. The compounds can be obtained as cis- or trans-isomers and optical antipodes thereof. Phenyl - 2 - (6 - methylpiperidyl) carbinol is prepared by reacting 6-methylpyridine-2-aldehyde with phenyl magnesium bromide to give phenyl - 2 - (6 - methylpyridyl) carbinol which is reduced, (-) -and ( +( - erythro - phenyl - 2 - piperidyl-carbinol and erythro-m-methylphenyl-2-piperidyl carbinol, and the hydrochloride salts thereof, are prepared by hydrogenating the required phenyl-pyridyl-carbinols, and, when required, converting the products to the hydrochloride salts. Erythro-(p-methoxyphenyl)-2-piperidyl -carbinol is produced by the reduction of p-methoxyphenyl-2-pyridyl carbinol. Erythro - (m - methoxyphenyl) - 2 - piperidyl carbinol is similarly prepared from m-methoxyphenyl-2-pyridyl carbinol which is obtained by reacting 2-pyridyl magnesium bromide with m - methoxybenzaldehyde. Erythro - (p - chlorophenyl) -2-piperidyl carbinol is produced by the reduction of p-chlorophenyl-2-pyridyl ketone.</p> |
