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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 856119Generated: October 29, 2026

Water → 1-(2-Methyl-2-oxiranylmethyl)-4-(4-trifluoromethylphenyl)piperazine

https://huagongshe.com/reaction/856119

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantSulfoxonium, trimethyl-, iodide (1:1)HCID 74498—
Reactant1-{4-(4-Trifluoromethylphenyl)piperazin-1-yl}propan-2-oneHCID 23081271—
SolventDimethyl SulfoxideHCID 679—
Product1-(2-Methyl-2-oxiranylmethyl)-4-(4-trifluoromethylphenyl)piperazineHCID 2308153898%

Reaction Steps

Trimethylsulfoxonium iodide (2.5 g, 11.6 mmol) was gradually added to a suspension of sodium hydride (484 mg, 12.1 mmol) in dimethylsulfoxide (30 ml), and the mixture was stirred at room temperature for 1 hour. To which a solution of 1-{4-(4-trifluoromethylphenyl)piperazin-1-yl}propan-2-one (3.4 g, 11.9 mmol) in dimethylsulfoxide (20 ml) was added, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into iced water, and extracted with diethyl ether. The organic phase was washed with a saturated saline solution, dried over magnesium sulfate, and then filtered. The resultant filtrate was concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (methylene chloride/methanol=100/1) to afford 1-(2-methyl-2-oxiranylmethyl)-4-(4-trifluoromethylphenyl)piperazine (3.2 g, yield 98%)as a light yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07262212B2
Source datasetuspto-grants-2007_08
ORD IDord-3e1b66dc2fec4b7e8e581386edfb98e7
Source noteuspto-grants-2007_08