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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353117Generated: November 1, 2026

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

https://huagongshe.com/reaction/2353117

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Acetoxy-2-bromoethaneHCID 13564—
ReactantSodium hydrideHCID 24758—
ReactantBenzyl 3-oxopiperazine-1-carboxylateHCID 736777—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-(2-Acetoxy-ethyl)-3-oxo-piperazine-1-carboxylic acid benzyl esterHCID 57420346—

Reaction Steps

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

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750002B2
Source datasetuspto-grants-2010_07
ORD IDord-6bd03d29ce2f44d1bd8d8009abcb7c4d
Source noteuspto-grants-2010_07