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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32223Generated: October 25, 2026

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

https://huagongshe.com/reaction/32223

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
Reactant2-Chloro-1-fluoro-4-nitrobenzeneHCID 67688—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
SolventChloroformHCID 6212—
ProductTert-butyl 4-(2-chloro-4-nitrophenyl)piperazine-1-carboxylateHCID 1878380564.7%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 3-chloro-4-fluoronitrobenzene (5 g, 27.1 mmol), 1-piperazinecarboxylic acid t-butyl ester (5 g, 26.8 mmol) and dimethylformamide (10 mL) was stirred for 3 hours and 30 minutes at an external temperature of 130° C. After adding water to the air-cooled reaction mixture, extraction was performed 3 times with chloroform. The organic layers were washed with brine and dried over anhydrous magnesium sulfate. The desiccant was filtered off and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel colurn chromatography (ethyl acetate/heptane) to give 5.93 g of the title compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425554B2
Source datasetuspto-grants-2008_09
ORD IDord-293bca3bde1e4e4ab038e84ec05c91b5
Source noteuspto-grants-2008_09