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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 978216Generated: October 29, 2026

1-Chloro-4-(chloromethyl)benzene → 4-(4-Chlorophenyl)-3,3-dimethylbutan-2-one

https://huagongshe.com/reaction/978216

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-4-(chloromethyl)benzeneHCID 7723—
Reactant3-Methyl-2-butanoneHCID 11251—
ReactantPotassium HydroxideHCID 14797—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTolueneHCID 1140—
Product4-(4-Chlorophenyl)-3,3-dimethylbutan-2-oneHCID 1287063287%

Reaction Conditions

Temperature85 °C

Reaction Steps

254 g (4 mols) of powdered technical potassium hydroxide (88% pure) are suspended in 1 liter of toluene. To this are slowly added 40 g of tetrabutylammonium bromide and a mixture of 644 g (4 mols) of 4-chlorobenzyl chloride and 430 g (5 mols) of methyl isopropyl ketone at 85° C. The reaction mixture is stirred a further 3 hours at 85° C. and, after cooling down, it is filtered and the filtrate is washed to neutrality. 732.5 g (87% of theory) of 1-(4-chlorophenyl)-2,2-dimethyl-3-butanone of boiling point 87°-90° C./0.05 mbar are obtained by fractional distillation under high vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04663465
Source datasetuspto-grants-1987_05
ORD IDord-fdd0546fcb4d42b7aa24424df12ddef7
Source noteuspto-grants-1987_05