Chloroform → HCID 23150261, compound

Participants

Reaction Steps

To a solution of 4′-(3-piperidinopropoxy)biphenyl-1-carboxylic acid (0.9 g) in dichloromethane (10 mL) containing one drop of N,N-dimethylformamide is added oxalyl chloride (285 μL). The suspension is stirred for one hour at room temperature, then chloroform (20 mL) and a drop of N,N-dimethylformamide are added. and the mixture is stirred for three hours at room temperature. Piperidine (1.6 mL) is then added and the mixture is stirred for an half hour at room temperature, washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The product thus obtained is purified by chromatography over silica gel with a gradient dichloromethane/methanol from 100/0 to 90/10. Fraction containing the expected product are pooled, concentrated under reduced pressure to give 620 mg of 1-(3-{[4′-(piperidinocarbonyl)biphenyl-4-yl]oxy}propyl)-piperidine as white crystals melting at 122° C.

Provenance & Evidence