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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2376328Generated: October 31, 2026

Cumene → 2-Bromo-1-(4-(propan-2-yl)phenyl)ethan-1-one

https://huagongshe.com/reaction/2376328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCumeneHCID 7406—
ReactantBromoacetyl bromideHCID 61147—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventDichloromethaneHCID 6344—
Product2-Bromo-1-(4-(propan-2-yl)phenyl)ethan-1-oneHCID 1404275699.5%

Reaction Conditions

Temperature-1 °C

Reaction Steps

To a solution of cumene (42 g, 350 mmol) and aluminum chloride (56.0 g, 420 mmol) in dichloromethane (500 mL) was added bromoacetylbromide (33.5 mL, 385 mmol) at −40° C. for 40 minutes, and the mixture was stirred until it was warmed to −1° C. for 2 hours. The reaction solution was poured into ice-cold water to separate the organic layer. The organic layer was washed with a saturated sodium hydrogen carbonate solution and a saturated brine, and then was dried over sodium sulfate. The solvent was distilled off under reduced pressure to obtain 84 g (yield 99%) of the title compound. Oily matter.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465815B2
Source datasetuspto-grants-2008_12
ORD IDord-d3705f1a295f427e8f283e623cc692d7
Source noteuspto-grants-2008_12