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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666452Generated: November 2, 2026

Potassium Carbonate → 2-(3-Bromo-5-methylphenoxy)-5-(trifluoromethyl)pyridine

https://huagongshe.com/reaction/1666452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-5-(trifluoromethyl)pyridineHCID 92342—
Reactant3-Bromo-5-methylphenolHCID 12648409—
SolventDimethylformamideHCID 6228—
Product2-(3-Bromo-5-methylphenoxy)-5-(trifluoromethyl)pyridineHCID 6687690685.2%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 3-bromo-5-methylphenol (2.0 g, 0.0106 mol) in DMF (15 mL) was added K2CO3 (2.93 g, 0.02 mol) at RT. 2-Chloro-5-(trifluoromethyl)pyridine (1.94 g, 0.0106 mol) was added and the reaction was refluxed at 110° C. for 12 h. The reaction mixture was quenched with water and extracted with EtOAc three times. The total organic extract was washed with water and brine, dried over sodium sulfate and concentrated under reduced pressure to give the title compound (3 g, 84.5%). 1H NMR (500 MHz, CDCl3): δ 8.45 (s, 1H), 7.92 (d, J=8.6 Hz, 1H), 7.26 (d, J=14.95 Hz, 1H), 7.13 (s, 1H), 7.03 (d, J=10 Hz, 1H), 6.90 (s, 1H), 2.36 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044052B2
Source datasetuspto-grants-2011_10
ORD IDord-026251bf2d3c480580b3d6a5c473e5ca
Source noteuspto-grants-2011_10