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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1019779Generated: October 30, 2026

Hydroquinone → Tert-butyl 4-(4-((2-chloro-5-methoxy-4-nitrophenethylamino)methyl)phenyl)piperazine-1-carboxylate

https://huagongshe.com/reaction/1019779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroquinoneHCID 785—
Reactant1,1-Dimethylethyl 4-[4-(aminomethyl)phenyl]-1-piperazinecarboxylateHCID 2763841—
Reactant1-Chloro-4-methoxy-5-nitro-2-vinylbenzeneHCID 67465947—
SolventIsopropanolHCID 3776—
ProductTert-butyl 4-(4-((2-chloro-5-methoxy-4-nitrophenethylamino)methyl)phenyl)piperazine-1-carboxylateHCID 6746785565.1%

Reaction Steps

A stirred solution of 4-(4-aminomethyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (0.531 g, 1.82 mmol), 1-chloro-4-methoxy-5-nitro-2-vinylbenzene (Example 50C) (0.3 g, 1.40 mmol) and quinol (61.8 mg, 0.562 mmol) in isopropyl alcohol (16 mL) was heated to 100° C. for 30 hours. The mixture was allowed to cool to room temperature and concentrated under reduced pressure. The residue was purified by column chromatography on neutral silica gel using 2% methanol in DCM to give the title compound (0.460 g, 65%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716287B2
Source datasetuspto-grants-2014_05
ORD IDord-02dbb664e655438a818edb5e3956a70e
Source noteuspto-grants-2014_05