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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1380920Generated: October 30, 2026

1-Chloro-4-(chloromethyl)benzene → 1,3-Bis(4-chlorophenyl)-2,2-dimethylpropan-1-one

https://huagongshe.com/reaction/1380920

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-4-(chloromethyl)benzeneHCID 7723—
ReactantPotassium HydroxideHCID 14797—
Reactant1-(4-Chlorophenyl)-2-methylpropan-1-oneHCID 72865—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTolueneHCID 1140—
Product1,3-Bis(4-chlorophenyl)-2,2-dimethylpropan-1-oneHCID 1321740660%

Reaction Steps

85 g (0.466 mol) of 4-chlorophenyl isopropyl ketone, 31.3 g (0.56 mol) of potassium hydroxide and 5 g of tetrabutylammonium bromide in 120 ml of toluene are heated to the reflux temperature, and a solution of 75 g (0.466 mol) of 4-chlorobenzyl chloride in 60 ml of toluene is added dropwise. The reaction mixture is subsequently stirred under reflux for 12 hours, cooled and washed with water and the organic phase is dried over sodium sulphate and concentrated in vacuo. 81.5 g (60% of theory) of 4-chlorophenyl 4-chlorophenyl-tert.-butyl ketone of refractive index nD20 1.5711 are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04584308
Source datasetuspto-grants-1986_04
ORD IDord-d860cf3ced7f43c4b635423a57a43aac
Source noteuspto-grants-1986_04