Benzyl chloroformate → HCID 66936034, compound

Participants

Reaction Steps

To a mixture of (3R)-4,4-dimethyl-3-pyrrolidinol hydrochloride (0.9920 g, 6.630 mmol) in 1:1 DCM-1 N aq. NaOH (33 mL) was added benzyl chloroformate (0.994 mL, 6.963 mmol). The mixture was vigorously stirred overnight and then diluted with DCM (100 mL). The phases were partitioned, and the organic phase was dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The residue was then purified by silica gel chromatography (40% EtOAc in hexanes) to afford phenylmethyl (4R)-4-hydroxy-3,3-dimethyl-1-pyrrolidinecarboxylate (1.4654 g, 89% yield) as a colorless oil. LCMS: (M+H)+: 250.1.

Provenance & Evidence