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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2230117Generated: November 1, 2026

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

https://huagongshe.com/reaction/2230117

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 numberUS06423717B1
Source datasetuspto-grants-2002_07
ORD IDord-45e720f74d304a71aa8af0135a5c497a
Source noteuspto-grants-2002_07