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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1829116Generated: November 2, 2026

Water → tert-Butyl 4-(4-nitroanilino)piperidine-1-carboxylate

https://huagongshe.com/reaction/1829116

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantp-FluoronitrobenzeneHCID 9590—
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyl 4-aminopiperazine-1-carboxylateHCID 22029174—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Producttert-Butyl 4-(4-nitroanilino)piperidine-1-carboxylateHCID 2202845153.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

4-Amino-1-tert-butoxycarbonylpiperazine (3.00 g), 4-fluoronitrobenzene (2.54 g) and N,N-diisopropylethylamine (8.82 g) were dissolved in N-methyl-2-pyrrolidone (30 mL), and the mixture was stirred at 80° C. for 18 hr. The reaction mixture was added to water and the mixture was extracted with ethyl acetate. The extract was washed with brine and dried. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give 1-tert-butoxycarbonyl-4-(4-nitrophenyl)aminopiperidine (2.55 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07060722B2
Source datasetuspto-grants-2006_06
ORD IDord-0bb7430b86cb4b43ad684444cf58a82d
Source noteuspto-grants-2006_06