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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1272280Generated: October 31, 2026

Water → 485814-90-2

https://huagongshe.com/reaction/1272280

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2,4,5-TrimethylbenzaldehydeHCID 22013—
ReactantBromineHCID 24408—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventDichloromethaneHCID 6344—
Product485814-90-2HCID 23113828100%

Reaction Steps

Aluminum chloride (48.0 g, 360 mmol) was added to a solution of 2,4,5-trimethylbenzaldehyde (21.3 g, 144 mmol) in methylene chloride (200 ml) under ice cooling and the mixture was allowed to warm to room temperature. To the mixture was added dropwise bromine (7.80 ml, 151 mmol) at room temperature. The mixture was stirred for 4 hours, poured into water. Methylene chloride was removed under reduced pressure. The residue was extracted with ethyl acetate, and the organic extract was washed with water, saturated aqueous sodium bicarbonate, 5% aqueous sodium sulfite, water and saturated sodium chloride, and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to obtain 32.5 g (yield 100%) of the title compound. mp. 108–110° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07208495B2
Source datasetuspto-grants-2007_04
ORD IDord-50adb22046bf44e3bf95fc3f5b7723f5
Source noteuspto-grants-2007_04