Hydrochloric Acid → 1-Methyl-4-(1-isoquinolyl)-piperidin-4-ol, dihydrochloride

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Reaction Steps

A solution of 11.3 g. of 1-methylpiperidin-4-one in 120 ml. of ether is added dropwise to a stirred isoquinolyl-1-lithium solution, freshly prepared from 20.8 g. of 1-bromoisoquinoline and n-butyllithium in 400 ml. of ether, at 0°, under dry nitrogen. The mixture is stirred for 2 hours more at 0°. Water (50 ml.) and then 100 ml. of 5% hydrochloric acid are added dropwise to decompose the lithium 1-methyl-4-(1-isoquinolyl)-piperidin-4-olate formed. The mixture is worked up in the customary manner to give 1-methyl-4-(1-isoquinolyl)-piperidin-4-ol, dihydrochloride, m.p. 265°-266°.

Provenance & Evidence