4-(4-Chlorophenyl)-4-hydroxypiperidine → HCID 14368938, compound

Participants

Reaction Steps

4.82 g of 5-methanesulfonyloxymethyl-3-p-methoxyphenyl-oxazolidin-2-one [m.p. 126°-128°; obtainable by reaction of p-methoxyaniline with hydroxymethyl-oxirane to give 3-p-methoxyanilino-1,2-propanediol, reaction with diethyl carbonate to give 3-p-methoxyphenyl-5-hydroxymethyl-oxazolidin-2-one (m.p. 133°-134°) and reaction with CH3SO2Cl] is heated together with 5.08 g of 4-p-chlorophenyl-4-hydroxypiperidine in 25 ml of DMF at 95°-100° for 1 hour; the mixture is cooled and worked up in a conventional manner to give 3-p-methoxyphenyl-5-(4-p-chlorophenyl-4-hydroxy-piperidinomethyl)-oxazolidin-2-one, m.p. 143°-144°.

Provenance & Evidence