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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 537681Generated: October 30, 2026

Hydrochloric Acid → 4-[2-Ethyl-5-(6-trifluoromethylpyridin-2-yloxy)phenyl]-2,2,6,6-tetramethylpyran-3,5-dione

https://huagongshe.com/reaction/537681

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Fluoro-6-(trifluoromethyl)pyridineHCID 2736501—
Reactant4-(2-Ethyl-5-hydroxyphenyl)-2,2,6,6-tetramethylpyran-3,5-dioneHCID 66679937—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product4-[2-Ethyl-5-(6-trifluoromethylpyridin-2-yloxy)phenyl]-2,2,6,6-tetramethylpyran-3,5-dioneHCID 66679913—

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 4-(2-ethyl-5-hydroxyphenyl)-2,2,6,6-tetramethylpyran-3,5-dione (100 mg, 0.34 mmol), 2-fluoro-6-trifluoromethylpyridine (68 mg, 0.41 mmol), and potassium carbonate (110 mg, 0.69 mmol) in N,N-dimethylformamide (3 ml) is heated to 140° C. under microwave irradiation for 40 minutes. The mixture is cooled to room temperature, poured into 2M aqueous hydrochloric acid, diluted with dichloromethane and filtered through a phase separation cartridge. The organic phase is collected. The solvent is evaporated under reduced pressure and the residue is purified by column chromatography on silica gel to give 4-[2-ethyl-5-(6-trifluoromethylpyridin-2-yloxy)phenyl]-2,2,6,6-tetramethylpyran-3,5-dione.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865623B2
Source datasetuspto-grants-2014_10
ORD IDord-e15569f81b434881b1b330d8b8600bf9
Source noteuspto-grants-2014_10