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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 537682Generated: October 29, 2026

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

https://huagongshe.com/reaction/537682

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
Reactant1,2-Difluoro-4-nitrobenzeneHCID 123053—
Reactant4-(2-Ethyl-5-hydroxyphenyl)-2,2,6,6-tetramethylpyran-3,5-dioneHCID 66679937—
SolventDimethylformamideHCID 6228—
Product4-[2-Ethyl-5-(2-fluoro-4-nitrophenoxy)phenyl]-2,2,6,6-tetramethylpyran-3,5-dioneHCID 66679173—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4-(2-ethyl-5-hydroxyphenyl)-2,2,6,6-tetramethylpyran-3,5-dione (135 mg, 0.47 mmol), 3,4-difluoro-1-nitrobenzene (90 mg, 0.56 mmol), and potassium carbonate (130 mg, 0.94 mmol) in N,N-dimethylformamide (3 ml) is heated to 80° C. for 3 hours. The mixture is cooled to room temperature, poured into 2M aqueous hydrochloric acid and extracted with ethyl acetate. The organic extract is dried over anhydrous magnesium sulfate, filtered and the filtrate is evaporated under reduced pressure. The residue is purified by column chromatography on silica gel to give 4-[2-ethyl-5-(2-fluoro-4-nitrophenoxy)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-5896f6dd8f414b62a52b5aa1cae6461d
Source noteuspto-grants-2014_10