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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197753Generated: October 26, 2026

Phenol → 4-Chloro-2-nitro-1-phenoxybenzene

https://huagongshe.com/reaction/2197753

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantDimethylformamideHCID 6228—
ReactantSodium CarbonateHCID 10340—
Reactant2-Bromo-5-chloronitrobenzeneHCID 2794904—
SolventWaterHCID 962—
Product4-Chloro-2-nitro-1-phenoxybenzeneHCID 89118174%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of DMF (50 mL) was added 1-bromo-2-nitro-4-chloro-benzene (5.0 g, 21.1 mmol), phenol (1.9 g, 21.1 mmol), and Na2CO3 (2.3 g, 21.1 mmol). The solution was heated to 85° C. and stirred overnight. The reaction was poured into water and extracted with EtOAc. Washed with water and dried over Na2SO4, filtered and concentrated under vacuum giving a yellow oil that was purified by silica gel column chromatography eluting with Hexanes:Ethyl Acetate (90:10) to give the title compound (3.8 g, 74%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338605B2
Source datasetuspto-grants-2012_12
ORD IDord-536d99d1a16240a6a96ac4264dda609c
Source noteuspto-grants-2012_12