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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1387832Generated: November 1, 2026

Water → (E)-N-[4-[1-(3,4-methylenedioxybenzyl)-4-piperazinylmethyl]phenyl]-3-(4-methylphenyl)cinnamamide

https://huagongshe.com/reaction/1387832

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant1-PiperonylpiperazineHCID 94426—
Reactant(E)-N-[4-(chloromethyl)phenyl]3-(4-methylphenyl)cinnamamideHCID 18472214—
SolventDimethylformamideHCID 6228—
Product(E)-N-[4-[1-(3,4-methylenedioxybenzyl)-4-piperazinylmethyl]phenyl]-3-(4-methylphenyl)cinnamamideHCID 1847230188.2%

Reaction Steps

In DMF (3 ml) was dissolved (E)-N-[4-(chloromethyl)-phenyl]-3-(4-methylphenyl)cinnamamide (200 mg), and to the solution were added 1-(3,4-methylenedioxybenzyl)piperazine (158 mg) and potassium carbonate (382 mg). The mixture was stirred at room temperature for 16 hours, and to the mixture was added water (50 ml). The mixture was extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride solution, dried with anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate-diisopropylether to give (E)-N-[4-[1-(3,4-methylenedioxybenzyl)-4-piperazinylmethyl]phenyl]-3-(4-methylphenyl)cinnamamide (Compound 57) (266 mg) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06268354B1
Source datasetuspto-grants-2001_07
ORD IDord-aab04ba766f04ae6b3518ca2dd6b180b
Source noteuspto-grants-2001_07