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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1918392Generated: October 26, 2026

Potassium Carbonate → 7-(3-Chloro-4-methoxy-phenyl)-2,2-difluoro-benzo[1,3]dioxole-5-carboxylic Acid Methyl Ester

https://huagongshe.com/reaction/1918392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTriphenylphosphineHCID 11776—
Reactant4-Bromo-2-chloroanisoleHCID 3016537—
ReactantHCID 67170313HCID 67170313—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product7-(3-Chloro-4-methoxy-phenyl)-2,2-difluoro-benzo[1,3]dioxole-5-carboxylic Acid Methyl EsterHCID 6717078116%

Reaction Steps

1.9 g of 7-(5,5-Dimethyl-[1,3,2]dioxaborinan-2-yl)-2,2-difluoro-benzo[1,3]dioxole-5-carboxylic acid methyl ester (example YY, step 4), 1.5 g of 4-bromo-2-chloro-1-methoxybenzene, 152 mg of triphenylphosphine, 65 mg of palladium(II) acetate, and 2.4 g of K2CO3 were stirred in 30 ml of DMF and 3 ml of water under an argon atmosphere at 100° C. for 4 h. 200 ml of water were then added and the mixture was extracted three times using 100 ml of EA each. The organic layer was then dried using MgSO4 and evaporated. Chromatography on silica gel using EA/HEP 1:5 yielded 330 mg of the title compound, colorless oil. Rf (EA/HEP 1:5)=0.29

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618304B2
Source datasetuspto-grants-2013_12
ORD IDord-d2e101e3bba64d94b6b8466321026ae5
Source noteuspto-grants-2013_12