Water → HCID 21994084, compound

Participants

Reaction Steps

Synthesis of 4-tert-Butoxycarbonyl-1-(3-phenylpropan-1-yl)-2-oxopiperazine Sodium hydride (60% in oil, 630 mg, 15.8 mmol) was added to a stirred solution of 4-tert-butoxycarbonyl-2-oxopiperazine (3.00 g, 15.0 mmol) in N,N-dimethylformamide (40 ml) at room temperature and the stirring was continued at room temperature for 30 minutes. 1-Bromo-3-phenylpropane (3.29 g, 16.5 mmol) was added to the mixture and the stirring was continued at room temperature for 1 hour. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was successively washed with water, brine, dried over MgSO4 and concentrated in vacuo. The residue was chromatographed on silica gel (50 g) with hexane-ethyl acetate (1:1) to give 4-tert-butoxycarbonyl-1-(3-phenylpropan-1-yl)-2-oxopiperazine as colorless crystals (3.85 g, 81%), which were collected by filtration and washed with hexane.

Provenance & Evidence