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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 369680Generated: October 25, 2026

2-Ethyl-6-methylphenol → 4-Bromo-2-ethyl-6-methylphenol

https://huagongshe.com/reaction/369680

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Ethyl-6-methylphenolHCID 519333—
ReactantTetra-n-butylammonium tribromideHCID 23500184—
SolventChloroformHCID 6212—
Product4-Bromo-2-ethyl-6-methylphenolHCID 22006838182.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

Then, 16 g of 2-ethyl-6-methylphenol was dissolved in 200 ml of chloroform, to which 56.6 g of tetrabutylammonium tribromide was added in portions with stirring at 0° C. After stirring at room temperature for 1 hour, the solvent was distilled out under reduced pressure. The residue was dissolved in 300 ml of diethyl ether, washed with 10% hydrochloric acid and then water, dried over anhydrous magnesium sulfate and then concentrated to give a crude product. The crude product was subjected to silica gel chromatography, which afforded 23 g of 4-bromo-2-ethyl-6-methylphenol (yield, 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06140274
Source datasetuspto-grants-2000_10
ORD IDord-13a86abe24ff4987a6dbdfcfa387d407
Source noteuspto-grants-2000_10