Benzyl Bromide → HCID 67230052, compound

Participants

Reaction Steps

Sodium hydride (313 mg, 7.83 mmol, 60% purity in mineral oil) was added in one portion to a stirred, ice/water-cooled solution of pyrrol-1-yl-carbamic acid tert-butyl ester (951 mg, 5.22 mmol) and benzyl bromide (745 μL, 6.26 mmol) in DMF (20 mL); the mixture was stirred in the cold bath for 30 min, at which time TLC showed complete disappearance of starting material; then poured into diluted, cold ammonium chloride solution to quench the reaction, followed by extraction with EtOAc, then washed with water, and brine; then the organic phase was dried over anhydrous sodium sulfate, filtered, concentrated, and the residue was silica gel column purified to give desired product (1.376 g) as a clear oil. ESI (m/z): 273 (M+H)+.

Provenance & Evidence