1-Acetoxy-2-bromoethane → 4-(2-Acetoxy-ethyl)-3-oxo-piperazine-1-carboxylic acid benzyl ester

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Reaction Steps

To 4-Cbz-piperazin-2-one (1.95 g) in N,N-dimethylformamide (5 mL) at 0° C. was added sodium hydride (60% dispersion in mineral oil, 660 mg) in several aliquots. After stirring for 1 hour, 2-bromoethylacetate (1.38 ml) was added. After stirring overnight at room temperature, the mixture was diluted with ethyl acetate, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 4-(2-acetoxy-ethyl)-3-oxo-piperazine-1-carboxylic acid benzyl ester (925 mg).

Provenance & Evidence