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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1373260Generated: November 1, 2026

Dimethylformamide → Tert-butyl 4-[4-(5-chloro-2-nitrophenoxy)phenyl]piperazine-1-carboxylate

https://huagongshe.com/reaction/1373260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Chloro-2-fluoro-1-nitrobenzeneHCID 69691—
Reactant4-(4-Hydroxy-phenyl)-piperazine-1-carboxylic acid tert-butyl esterHCID 11687740—
SolventWaterHCID 962—
ProductTert-butyl 4-[4-(5-chloro-2-nitrophenoxy)phenyl]piperazine-1-carboxylateHCID 1781543289.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-chloro-2-fluoronitrobenzene (2.63 g, 15 mmols), 4-(4-tert-butoxycarbonylpiperazin-1-yl)phenol (4.18 g, 15 mmols), potassium carbonate (2.07 g, 15 mmols) and N,N-dimethylformamide (50 ml) was stirred at 100° C. for 12 hours. The reaction mixture was cooled, poured into water, and extracted with ethyl acetate. The extract was washed with water, and then dried with anhydrous magnesium sulfate, and the solvent was evaporated away. The residue was purified through silica gel column chromatography to give a crystal of tert-butyl 4-[4-(5-chloro-2-nitrophenoxy)phenyl]piperazine-1-carboxylate (5.8 g, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07160887B1
Source datasetuspto-grants-2007_01
ORD IDord-c22043a04e964c2884385748d8cbf5e7
Source noteuspto-grants-2007_01