Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2119062Generated: October 31, 2026

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

https://huagongshe.com/reaction/2119062

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 potassium hydroxide powder (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. 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 numberUS04681952
Source datasetuspto-grants-1987_07
ORD IDord-27488595677b4b88accbbb24c8511c93
Source noteuspto-grants-1987_07