Benzyl Bromide → HCID 57870122, compound

Participants

Reaction Steps

A solution of 1-(tert-butoxycarbonyl)-3-hydroxy-pyrrolidine (430 mg, 2.30 mmol) in N,N-dimethylformamide (3 ml) was added to a solution of sodium hydride (60% dispersion in mineral oil, 137 mg, 3.43 mmol) and the mixture was stirred for one hour. A solution of benzyl bromide (562 mg, 3.29 mmol) in N,N-dimethylformamide (1 ml) was added to the solution and the mixture was stirred overnight. Reaction was quenched with water and the reaction mixture was extracted with diethyl ether. The organic layer was washed with water and dried over sodium sulfate. Removal of solvent afforded crude 3-benzyloxy-1-(tert-butoxycarbonyl)-pyrrolidine (705 mg).

Provenance & Evidence