2-[(2S,3S)-2-methyl-1-[(1S)-1-phenylethyl]pyrrolidin-3-yl]propan-2-ol → (2S,3S)-3-(1-hydroxy-1-methylethyl)-2-methylpyrrolidine

A mixture of 2-[(2S,3S)-2-methyl-1-[(1S)-1-phenylethyl]pyrrolidin-3-yl]propan-2-ol (2.00 g) synthesized by a known method, 10% palladium-carbon (50% water-containing product, 172 mg) and methanol (30 ml) was stirred under a hydrogen atmosphere at room temperature for 60 hr. The catalyst was removed by filtration through celite, and the mother liquor was concentrated. The obtained oily substance was dissolved in methanol, oxalic acid dihydrate (510 mg) was added thereto, and the mixture was concentrated. The residue was crystallized from diethyl ether to give the title compound (1.47 g, 1/2 hydrate).

1. customThe catalyst was removed by filtration through celite
2. concentrationthe mother liquor was concentrated
3. dissolutionThe obtained oily substance was dissolved in methanol
4. additionoxalic acid dihydrate (510 mg) was added
5. concentrationthe mixture was concentrated
6. customThe residue was crystallized from diethyl ether

ORD record

ord-e15b48fc1c994864b61acacf11799f91

Source dataset

uspto-grants-2013_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08592452B2