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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2063315Generated: November 2, 2026

Water → benzyl (3S)-4-(bromoacetyl)-3-(hydroxymethyl)piperazine-1-carboxylate

https://huagongshe.com/reaction/2063315

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
ReactantBromoacetyl chlorideHCID 89602—
Reactant(S)-benzyl 3-(hydroxymethyl)piperazine-1-carboxylate hydrochlorideHCID 16124474—
SolventDichloromethaneHCID 6344—
Productbenzyl (3S)-4-(bromoacetyl)-3-(hydroxymethyl)piperazine-1-carboxylateHCID 16124473102.2%

Reaction Steps

Benzyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylate hydrochloride (0.83 g, 2.9 mmol) was dissolved in methylene chloride (10 mL) together with DIPEA (1.5 mL, 8.6 mmol). Bromoacetyl chloride (0.48 g, 3.0 mmol) was added at 0° C. by means of drops. The mixture was stirred at RT for 1 h and then water (10 mL) was added. The phases were separated by means of a phase separator column. The organic solution was collected and the solvent was removed by evaporation. There was obtained 1.1 g (100%) of benzyl (3S)-4-(bromoacetyl)-3-(hydroxymethyl)piperazine-1-carboxylate as a brown oil. LCMS: m/z 370 (M−1)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288370B2
Source datasetuspto-grants-2012_10
ORD IDord-f9069837fb024b9d97218fe12b004a5d
Source noteuspto-grants-2012_10