Carbon Dioxide → 5-Methoxy-1-phenyl-1-(pyrrolidin-3-yl)pentan-1-ol

Participants

Reaction Steps

To a stirred solution of tert-butyl 3-(1-hydroxy-5-methoxy-1-phenylpentyl)pyrrolidine-1-carboxylate (290 mg, 0.80 mmol) in MeCN (20 mL) was added 5% aq HCl (20 mL). The mixture was stirred at rt for 17 h and solid K2CO3 was added until CO2 evolution ceased. MeCN was removed under reduced pressure and the aqueous residue was extracted with CH2Cl2 (2×90 mL). The combined organic extracts were dried over Na2SO4 and concentrated to afford 5-methoxy-1-phenyl-1-(pyrrolidin-3-yl)pentan-1-ol (140 mg, 66%) as an oil.

Provenance & Evidence