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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334991Generated: October 31, 2026

Propargyl bromide → 1-Methyl-4-(prop-2-yn-1-yl)piperazine

https://huagongshe.com/reaction/334991

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropargyl bromideHCID 7842—
ReactantPotassium CarbonateHCID 11430—
Reactant1-MethylpiperazineHCID 53167—
SolventAcetoneHCID 180—
Product1-Methyl-4-(prop-2-yn-1-yl)piperazineHCID 13514091—

Reaction Steps

To 1-methylpiperazine (37.7 ml, 337 mmol) and K2CO3 (46.6 g, 337 mmol) in acetone (380 ml) was added propargyl bromide (25 ml, 225 mmol, 80% in toluene) in acetone (70 ml) dropwise at 0° C. under N2. The internal temperature of the reaction was kept <10° C. The reaction was stirred at room temperature for 3 hours. The reaction was filtered, and the salts were washed with small portions of acetone (×2). The filtrates were combined evaporated to concentration (gently). To the residue was added water and the product was extracted with DCM (×3). The combined organic layers were washed with brine and dried over MgSO4. The product was filtered and evaporated to dryness to yield 1-methyl-4-prop-2-ynyl-piperazine as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883790B2
Source datasetuspto-grants-2014_11
ORD IDord-5782530cc31d4ffbad7a8dba200c39de
Source noteuspto-grants-2014_11