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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1637061Generated: October 25, 2026

Benzene → 4-Bromobutyryl chloride

https://huagongshe.com/reaction/1637061

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
ReactantHydrochloric AcidHCID 313—
Reactant4-Bromobutyryl chlorideHCID 70225—
ReactantAluminum(III) ChlorideHCID 6451240—
Product4-Bromobutyryl chlorideHCID 70225—
Product4-Bromo-1-phenyl-1-butanoneHCID 90356—

Reaction Conditions

Temperature10 °C

Reaction Steps

A suspension solution of 3.9 g of benzene (50 mmol) and 1.33 g of aluminum chloride (10 mmol) was cooled to 10°C., and 1.95 g of 4-bromobutyryl chloride (purity: 95%, 10 mmol) was dropwise added to the above solution at the same temperature. After raising the temperature to 20 C. and stirring the mixture for two hours, the solution was added into a 10% aqueous solution of hydrochloric acid that had been cooled to 10° C. Then, after the aqueous phase was extracted with benzene and the organic phase was washed with diluted hydrochloric acid and brine, the solvent was removed by distillation under reduced pressure to give 4-bromobutyrophenone in a 84.7% yield from 4-bromobutyryl chloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06037509
Source datasetuspto-grants-2000_03
ORD IDord-492b982cbe64438f99493bba81dafabe
Source noteuspto-grants-2000_03