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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1503832Generated: October 31, 2026

Potassium Carbonate → Tert-butyl 4-(2-chloro-4-nitrophenyl)piperazine-1-carboxylate

https://huagongshe.com/reaction/1503832

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Bromo-2-chloro-4-nitrobenzeneHCID 34667—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
CatalystTetrabutylammonium BromideHCID 74236—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductTert-butyl 4-(2-chloro-4-nitrophenyl)piperazine-1-carboxylateHCID 18783805—

Reaction Conditions

Temperature125 °C

Reaction Steps

A mixture of 1-bromo-2-chloro-4-nitrobenzene (1 g, 4.2 mmol), tert-butyl piperazine-1-carboxylate (0.86 g, 4.6 mmol), potassium carbonate (878 mg, 6.4 mmol) and tetrabutyl ammonium bromide (137 mg, 0.42 mmol) in dimethylsulfoxide (20 mL) was heated at 125° C. for 3 hours. After cooling to ambient temperature, the mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography on silica gel eluting with 5/1 petroleum ether/ethyl acetate to give the title compound. MS: 342 (M+H+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212192B2
Source datasetuspto-grants-2015_12
ORD IDord-2e226740e29b46618a14f04d69b57eed
Source noteuspto-grants-2015_12