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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 868802Generated: October 30, 2026

Hydroquinone → 4-(3-Chloro-5-(trifluoromethyl)pyridin-2-yl)oxyphenol

https://huagongshe.com/reaction/868802

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroquinoneHCID 785—
ReactantPotassium CarbonateHCID 11430—
Reactant2,3-Dichloro-5-(trifluoromethyl)pyridineHCID 112234—
SolventMethyl Ethyl KetoneHCID 6569—
Product4-(3-Chloro-5-(trifluoromethyl)pyridin-2-yl)oxyphenolHCID 979599786%

Reaction Steps

p-dihydroxybenzene 12.1 g (0.11 mol), anhydrous potassium carbonate 15.2 g (0.11 mol) were added to 500 mL of three-necked flask with 2-butanone (200 mL) in sequence, the reaction mixture was then heated to reflux, forming milky white turbid liquid, a solution of 2,3-dichloro-5-(trifluoromethyl)pyridine 21.6 g (0.1 mol) in 2-butanone (50 mL) was added dropwise to the above solution, after completion of addition for 15 min, then the mixture was refluxed for another 3 h. The reaction was monitored by thin-layer chromatography (TLC). After the reaction was completed, the reaction mixture was cooled to room temperature, filtered, concentrated under reduced pressure and the residue was purified via silica gel column chromatography (Fluent: ethyl acetate/petroleum ether-1:8) to give the product (24.9 g) as a white solid in 86% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969332B2
Source datasetuspto-grants-2015_03
ORD IDord-7d1f60661fe84adea746ac99c59cc42a
Source noteuspto-grants-2015_03