Potassium Carbonate → rac-(3R,4R)-4-azidopyrrolidin-3-ol

Participants

Reaction Steps

(3R,4R)-tert-butyl 3-azido-4-hydroxypyrrolidine-1-carboxylate (3.6 g, 16.0 mmol) was stirred in 10% TFA in dichloromethane (100 mL) for 2 hours. The mixture was concentrated under reduced pressure and the residue obtained dissolved in a 10% MeOH/dichloromethane solution (50 mL) and treated with potassium carbonate (20 g) and the suspension stirred at ambient temperature for 2 hours, then filtered through a pad of Celite and washed with 10% MeOH: dichloromethane. The filtrate was concentrated to afford (3R,4R)-4-azidopyrrolidin-3-ol in quantitative yield.

Provenance & Evidence