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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 565900Generated: October 29, 2026

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

https://huagongshe.com/reaction/565900

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 (3ml) was dissolved (E)-N-[4-(chloromethyl)-phenyl]-3-(4-methylphenyl)cinnamamide (200mg), and to the solution were added 1-(3,4-methylenedioxybenzyl)-piperazine (158mg) and potassium carbonate (382mg). The mixture was stirred at room temperature for 16 hours, and to the mixture was added water (50ml). 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) (266mg) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06172061B2
Source datasetuspto-grants-2001_01
ORD IDord-c4d119ac536249f2968373c46b434be1
Source noteuspto-grants-2001_01