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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2198044Generated: October 30, 2026

Cesium carbonate → HCID 67022350, compound

https://huagongshe.com/reaction/2198044

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-HydroxypyrrolidineHCID 98210—
Reactant4-Bromo-3-fluorobenzotrifluorideHCID 142414—
ReactantBinap, (A+-)-HCID 634876—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 67022350HCID 6702235066%

Reaction Steps

A solution of 1-bromo-2-fluoro-4-(trifluoromethyl)benzene (4.6 g), 3-hydroxypyrrolidine (1.5 g), palladium(II) acetate (137 mg), (±)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (1.07 g) and cesium carbonate (16.8 g) in toluene (90 ml) was stirred under an argon gas atmosphere at 85° C. for 16 hr. After cooling to room temperature, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate 90:10-65:35) to give the title compound (2.82 g, yield 66%) as a gray solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338622B2
Source datasetuspto-grants-2012_12
ORD IDord-8c49f0635e4d4670a51aaf406a3f9736
Source noteuspto-grants-2012_12