Water → HCID 11977495, compound

Participants

Reaction Steps

To a solution of 1-(3-{[4′-(piperidinocarbonyl)biphenyl-4-yl]oxy}propyl)-piperidine (500 mg) in tetrahydrofuran (20 mL) is added lithium aluminium hydride (105 mg). The suspension is stirred at room temperature for three hours, then hydrolysed through the successive addition of water (110 μL), 15% aqueous solution of sodium hydroxide (110 μL) and water (330 μL). The mixture is stirred for an half hour and filtrated. The filtrate is dried over magnesium sulfate and concentrated under reduced pressure. The product thus obtained is recrystallized in diisopropyl oxide and purified by chromatography over silica gel with a gradient dichloromethane/methanol from 98/2 to 85/15. Fraction containing the expected product are pooled, concentrated under reduced pressure to give 125 mg of 1-(3-{[4′-(piperidinomethyl)biphenyl-4-yl]oxy}propyl)piperidine as white crystals melting at 90° C.

Provenance & Evidence