Ethyl bromoacetate → HCID 54474405, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 5-hydroxyimino-1-(4-nitrobenzoyl) -2,3,4,5-tetrahydro-1H-1-benzazepine (500 mg) in N,N-dimethylformamide (10 ml) was treated with sodium hydride (72 mg, 60% w/w in mineral oil) at 0° C. The reaction mixture was stirred at 0° C. for 5 minutes and then at ambient temperature for 30 minutes. Ethyl bromoacetate (301 mg) was added, and the reaction mixture was stirred for 2 hours. The reaction was quenched with aqueous hydrochloric acid and the mixture was diluted with ethyl acetate. The organic phase was washed with 0.5N hydrochloric acid, water, saturated aqueous sodium hydrogen carbonate, and brine. The organic solution was dried over magnesium sulfate and concentrated to give crude 5-ethoxycarbonylmethoxyimino-1-(4-nitrobenzoyl) -2,3,4,5-tetrahydro-1H-1-benzazepine. This product was taken on without further purification (700 mg).

Provenance & Evidence