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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197898Generated: November 2, 2026

Water → 4-Chloro-1-(4-methoxy-phenoxy)-2-nitro-benzene

https://huagongshe.com/reaction/2197898

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-MethoxyphenolHCID 9015—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromo-5-chloronitrobenzeneHCID 2794904—
SolventDimethylformamideHCID 6228—
Product4-Chloro-1-(4-methoxy-phenoxy)-2-nitro-benzeneHCID 928020167.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

1-Bromo-4-chloro-2-nitrobenzene (10 g, 42.2 mmol) was added to a solution of 4-methoxyphenol (5.3 g, 42.2 mmol), and K2CO3 (14.5 g, 105 mmol) in DMF (50 mL). The mixture was heated at 80° C. for 16 h. The reaction was poured into water. The aqueous phase was extracted with ethyl acetate and the combined phases were washed with water, brine, and dried over sodium sulfate, filtered and concentrated under vacuum giving the crude title compound. The crude product was purified by silica gel chromatography eluting with (hexanes/ethyl acetate 90:10) to give the title compound (8.0 g, 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338605B2
Source datasetuspto-grants-2012_12
ORD IDord-a62203689d5d4115b6854032777b3c2a
Source noteuspto-grants-2012_12