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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1358943Generated: November 2, 2026

Potassium Carbonate → 1-(2-Methoxy-4-nitrophenyl)-4-methylpiperazine

https://huagongshe.com/reaction/1358943

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-MethylpiperazineHCID 53167—
Reactant2-Bromo-5-nitroanisoleHCID 101293—
Catalystcopper(I) bromideHCID 24593—
SolventPyridineHCID 1049—
SolventTolueneHCID 1140—
Product1-(2-Methoxy-4-nitrophenyl)-4-methylpiperazineHCID 1184462115%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of N-methylpiperazine (216 mg, 2.15 mmol), 2-bromo-5-nitroanisole (1 g, 4.3 mmol), potassium carbonate (447 mg, 3.23 mmol), copper (I) bromide (86.6 mg, 0.30 mmol) in pyridine (0.5 ml) and toluene (2 ml) was heated at 100° C. overnight. After cooling, the mixture was partitioned between water and ether and the aqueous phase was further extracted with ethyl acetate. The combined organic phases were dried (Na2SO4) and evaporated under reduced pressure, to give the crude product. This was purified by chromatography on silica gel, eluting with methanol and dichloromethane, to give the title compound (D34) as a yellow/brown oil (80 mg, 15%) MH+=252.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06599904B2
Source datasetuspto-grants-2003_07
ORD IDord-286675eadda0449faf4d5b952d2377e2
Source noteuspto-grants-2003_07