Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197902Generated: October 30, 2026

Water → 4-(4-Chloro-2-nitro-phenoxy)-benzonitrile

https://huagongshe.com/reaction/2197902

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-CyanophenolHCID 13019—
Reactant2-Bromo-5-chloronitrobenzeneHCID 2794904—
SolventDimethylformamideHCID 6228—
Product4-(4-Chloro-2-nitro-phenoxy)-benzonitrileHCID 921343077.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

1-Bromo-4-chloro-2-nitrobenzene (10 g, 42.3 mmol) was added to a solution of 4-cyanophenol (5.0 g, 42.3 mmol), and K2CO3 (14.6 g, 0.10 mol) in DMF (50 mL). The mixture was heated at 80° C. for 15 hr. The reaction was poured into water. The aqueous phase was extracted with ethyl acetate and the combined organic phases were washed with water, brine, and dried over sodium sulfate. The organic phase was filtered and concentrated under vacuum. The residue was purified by flash chromatography eluting with (hexanes/ethyl acetate 4:1) to give the product (9.0 g, 77.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338605B2
Source datasetuspto-grants-2012_12
ORD IDord-af86d92e90934872aff2e692a71b5911
Source noteuspto-grants-2012_12