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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522256Generated: October 28, 2026

Potassium Carbonate → 4-Bromo-1-[(4-methoxybenzyl)oxy]-2-(trifluoromethyl)benzene

https://huagongshe.com/reaction/522256

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
Reactanto-Cresol, 4-bromo-alpha,alpha,alpha-trifluoro-HCID 142784—
SolventWaterHCID 962—
Product4-Bromo-1-[(4-methoxybenzyl)oxy]-2-(trifluoromethyl)benzeneHCID 90065711—

Reaction Conditions

Temperature90 °C

Reaction Steps

Potassium carbonate (25.8 g) and 1-(chloromethyl)-4-methoxybenzene (14.4 mL) were added to a mixture of 4-bromo-2-(trifluoromethyl)phenol (15 g) and N-methyl pyrrolidone (100 mL) at room temperature, and the mixture was stirred at 90° C. for 3 hours. After the reaction mixture was cooled to room temperature, water was added thereto, then extraction thereof was performed using EtOAc, and the extract was washed with water. The organic layer was dried over MgSO4 and filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (Hex:EtOAc=9:1 to 6:1), whereby 4-bromo-1-[(4-methoxybenzyl)oxy]-2-(trifluoromethyl)benzene (22 g) was obtained as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328118B2
Source datasetuspto-grants-2016_05
ORD IDord-6d7357d801914936ade60792f7ba8704
Source noteuspto-grants-2016_05