Hydrochloric Acid → 4-(2-Dimethylaminoethyl)-1-(3-phenoxypropyl)piperidine dihydrochloride

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Reaction Steps

In a similar manner to Example 28, n-butyllithium (25.2 ml, 2.5M solution in hexanes) was added to a suspension of (2-dimethylaminoethyl)triphenylphosphonium bromide (28.7 g) in dry THF (200 ml). This mixture was then treated with a solution of 1-(3-phenoxypropyl)-4-piperidone (14.7 g) in THF (20 ml). The oil obtained after work up (6.24 g) was hydrogenated in IMS at 1 atmosphere over 10% palladium charcoal over 16 hours. The catalyst was removed by filtration. The filtrate was evaporated and the residue was dissolved in petroleum ether, b.p. 60°-80° C. The solution was dried and evaporated to give an oil which was dissolved in ether and acidified with ethereal hydrogen chloride to yield a precipitate. The precipitate was collected by filtration and recrystallised from IMS to give 4-(2-dimethylaminoethyl)-1-(3-phenoxypropyl)piperidine dihydrochloride, m.p. 294°-295° C.

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