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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 537688Generated: October 30, 2026

2,4-Dichlorophenol → HCID 66680198, compound

https://huagongshe.com/reaction/537688

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DichlorophenolHCID 8449—
ReactantCesium carbonateHCID 10796—
ReactantHCID 66678882HCID 66678882—
Catalystcopper(II) trifluoromethanesulfonateHCID 2734996—
SolventTolueneHCID 1140—
ProductHCID 66680198HCID 66680198—

Reaction Conditions

Temperature160 °C

Reaction Steps

To a mixture of 4-(5-bromo-2-cyclopropylphenyl)-2,2,6,6-tetramethylpyran-3,5-dione (0.208 g, 0.57 mmol), 2,4-dichlorophenol (473 mg, 2.85 mmol), cesium carbonate (0.400 g, 1.13 mmol), copper (II) trifluoromethanesulfonate (10 mg, 0.03 mmol) and activated (powdered) 5 Å molecular sieves (0.330 g) is added anhydrous toluene (3.5 ml). The mixture is purged with nitrogen then heated at 160° C. for 1 hour under microwave irradiation. After cooling to room temperature the reaction mixture is diluted with dichloromethane and 2M hydrochloric acid, then filtered and the organic phase separated. After concentration in vacuo the residue is purified by preparative reverse phase HPLC to afford 4-[2-cyclopropyl-5-(2,4-dichlorophenoxy)-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-49dd46b0e7344c65b4e256222159153b
Source noteuspto-grants-2014_10