Hydrochloric Acid → (R)-4,4-Dimethylpyrrolidin-3-ol hydrochloride

To a solution of (3R)-4,4-dimethyl-1-(phenylmethyl)-3-pyrrolidinol (J. Med. Chem. 1992, 35, 4205-4213) (1.8634 g, 9.076 mmol) in MeOH (45 mL) was added 1 N aq. HCl (9.1 mL, 9.1 mmol) and 10% Pd/C (50% water, 375 mg). The mixture was hydrogenated under balloon pressure for 2 days, and was then filtered. The solution was concentrated in vacuo and azeotroped with MeOH (4×20 mL) to give (3R)-4,4-dimethyl-3-pyrrolidinol hydrochloride (1.2654 g, 93% yield) as an amber solid. LCMS: (M+H)+: 116.1.

1. filtrationwas then filtered
2. concentrationThe solution was concentrated in vacuo
3. customazeotroped with MeOH (4×20 mL)

ORD record

ord-2e4197f25b6e45b2890aadcd5a114137

Source dataset

uspto-grants-2011_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07893056B2