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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 263074Generated: October 31, 2026

4-Chlorophenol → 1-Chloro-4-(4-methoxyphenoxy)benzene

https://huagongshe.com/reaction/263074

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorophenolHCID 4684—
Reactant4-BromoanisoleHCID 7730—
ReactantPotassium HydroxideHCID 14797—
CatalystCopperHCID 23978—
SolventDiethyl EtherHCID 3283—
Product1-Chloro-4-(4-methoxyphenoxy)benzeneHCID 10105456—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 67 g (0.520 mol) of p-chlorophenol and 29.5 g (0.520 mol) of KOH pellets is heated to 100° C. for 2 hours under a pressure of about 5 mm Hg. Thereafter 117 g (0.625 mol) of p-bromoanisole and 1 g of copper powder are added and the mixture is then heated to about 220°-230° C. for 5 hours. The cooled reaction mixture is taken up in diethyl ether and after removing the inorganic salts by filtration the filtrate is washed with 2 N sodium hydroxide solution and with water. The solvent is driven off under reduced pressure, drying is carried out with sodium sulphate and 133 g of an orange-coloured oil are obtained. Purification of this oil by distillation under reduced pressure given 70 g of a white crystalline mass which is insoluble in water.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04156011
Source datasetuspto-grants-1979_05
ORD IDord-ced8447b571f406596cb29ca5694b30e
Source noteuspto-grants-1979_05