(R)-4-((S)-1-hydroxyethyl)-1-((R)-1-phenylethyl)pyrrolidin-2-one → (R)-4-((S)-1-hydroxyethyl)pyrrolidin-2-one

A solution of (R)-4-((S)-1-hydroxyethyl)-1-((R)-1-phenylethyl)pyrrolidin-2-one (500 mg, 2.1 mmol) in TFA (3.6 mL) was heated to 150° C. in a microwave reactor. After 90 min, the resulting mixture was diluted with DCM and concentrated in vacuo. The resulting residue was dissolved in DCM (15 mL) and water (20 mL). The phases were separated, and the organic phase was extracted with water (4×20 mL). The combined aqueous phase was concentrated in vacuo, and the resulting crude residue was purified by silica gel chromatography (10% to 30% MeOH in DCM) to afford (R)-4-((S)-1-hydroxyethyl)pyrrolidin-2-one 1.18.

1. concentrationconcentrated in vacuo
2. dissolutionThe resulting residue was dissolved in DCM (15 mL)
3. customThe phases were separated
4. extractionthe organic phase was extracted with water (4×20 mL)
5. concentrationThe combined aqueous phase was concentrated in vacuo
6. customthe resulting crude residue was purified by silica gel chromatography (10% to 30% MeOH in DCM)

ORD record

ord-3f09346a819d43c4a4ac960e4c02f959

Source dataset

uspto-grants-2016_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09376441B2