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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2413055Generated: November 1, 2026

4-Chlorophenol → 1-Chloro-4-[(5,5-dichloro-3,3-dimethylpent-4-en-1-yl)oxy]benzene

https://huagongshe.com/reaction/2413055

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorophenolHCID 4684—
ReactantPotassium CarbonateHCID 11430—
Reactant1,1,5-Trichloro-3,3-dimethylpent-1-eneHCID 15584327—
SolventDichloromethaneHCID 6344—
SolventDiglymeHCID 8150—
Product1-Chloro-4-[(5,5-dichloro-3,3-dimethylpent-4-en-1-yl)oxy]benzeneHCID 1324142286%

Reaction Steps

128 g (1 mol) of 4-chlorophenol, 201 g (1 mol) of 1,1,5-trichloro-3,3-dimethyl-1-pentene (II) and 138 g (1 mol) of potassium carbonate in 1 liter of diethylene glycol dimethyl ether are heated under reflux for 10 hours. The mixture is then diluted with methylene chloride and extracted by shaking several times with water. The organic phase is freed of solvent on a rotary evaporator and then distilled at a boiling point of 135°-140° C./0.1 mbar. 252 g (0.86 mol, which is 86% of theory) of 5-(4-chlorophenoxy)-1,1-dichloro-3,3-dimethyl-1-pentene are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04495370
Source datasetuspto-grants-1985_01
ORD IDord-ac6721fb313b425794815e738f6bb3d3
Source noteuspto-grants-1985_01