Trifluoroacetic acid → HCID 59371502, compound

Participants

Reaction Steps

To a solution of tert-butyl 3(S)-[3-(benzyloxy)propyl]pyrrolidine-1-carboxylate (495 mg, 1.55 mmol) in 6 mL of CH2Cl2 was added CF3COOH (1.5 mL) at room temperature under N2. The resulting solution was stirred for 3 h at room temperature and then concentrated under vacuum. To the residue was added 20 mL of water, and the solution was washed with 30 mL of petroleum ether. The water layer was adjusted to pH 8.0 with 2 M aqueous NaHCO3 solution and extracted with CH2Cl2 (3×40 mL). The organic layers were dried over Na2SO4 and concentrated in vacuo to give 3(S)-[3-(benzyloxy)propyl]pyrrolidine (330 mg, 97%) as a yellowish oil. LC-MS (ESI) m/z 220 (M+H+).

Provenance & Evidence