Water → [(2R,6S)-6-(4-chlorophenyl)piperidin-2-yl]methanol

Temperature

-20 °C

Methyl (2R,6S)-6-(4-chlorophenyl)piperidine-2-carboxylate (2.47 g) was added to a suspension of lithium aluminum hydride (508 mg) in THF (50 mL) in a nitrogen atmosphere at −20° C., and the reaction solution was stirred at −20° C. for one hour. Water (0.51 mL), a 5 N sodium hydroxide solution (0.51 mL), and water (1.53 mL) were sequentially added to the reaction solution at −20° C., and the reaction solution was stirred at room temperature for 15 minutes. Ethyl acetate was added to the reaction solution. Then, the reaction solution was filtered through celite, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (carrier: Chromatorex NH; elution solvent: heptane-ethyl acetate system) to obtain 1.90 g of the title compound. The property value of the compound is as follows.

1. stirringthe reaction solution was stirred at room temperature for 15 minutes
2. filtrationThen, the reaction solution was filtered through celite
3. concentrationthe filtrate was concentrated under reduced pressure
4. customThe residue was purified by silica gel column chromatography (carrier: Chromatorex NH; elution solvent: heptane-ethyl acetate system)

ORD record

ord-74d24067a4a549769cc06a146dd5da59

Source dataset

uspto-grants-2011_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08048878B2