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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508486Generated: October 28, 2026

Water → 3-Bromo-2-(4-chloro-3-trifluoromethyl-phenoxy)-4-methyl-5-nitro-pyridine

https://huagongshe.com/reaction/508486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Chloro-3-(trifluoromethyl)phenolHCID 80520—
Reactant3-Bromo-2-chloro-4-methyl-5-nitropyridineHCID 40151917—
SolventMethyl Ethyl KetoneHCID 6569—
Product3-Bromo-2-(4-chloro-3-trifluoromethyl-phenoxy)-4-methyl-5-nitro-pyridineHCID 66940364—

Reaction Conditions

Temperature80 °C

Reaction Steps

In a 250 ml three-necked round-bottomed flask, 4.00 g 4-chloro-3-trifluoromethyl-phenol is dissolved in 80 ml of dry methyl-ethyl-ketone. 3.85 g potassium carbonate followed by 4.70 g of 3-bromo-2-chloro-4-methyl-5-nitro-pyridine are added. The resulting brown suspension is heated to 80° C. under stirring for 3 hours. Afterwards, the green suspension is allowed to reach an ambient temperature and it then poured into water. The mixture is extracted with ethyl actetate (3×50 ml). The combined organic phases are washed with brine, dried over sodium sulfate, filtered and the solvent removed in vacuo. After purification of the raw product on silica gel with cyclohexane/ethyl actetae 19:1 (v:v) 7.36 g of the title compound are obtained as a light yellow gum that solidifies upon standing (MP: 73-74° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096525B2
Source datasetuspto-grants-2015_08
ORD IDord-3af990aea8ca4752b2dd750a1a04ac40
Source noteuspto-grants-2015_08