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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2198047Generated: October 30, 2026

Cesium carbonate → HCID 86658335, compound

https://huagongshe.com/reaction/2198047

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-HydroxypyrrolidineHCID 98210—
Reactant2,4-Bis(trifluoromethyl)bromobenzeneHCID 136164—
ReactantBinap, (A+-)-HCID 634876—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 86658335HCID 8665833579.6%

Reaction Steps

A solution of 1-bromo-2,4-bis(trifluoromethyl)benzene (4.45 g), 3-hydroxypyrrolidine (1.2 g), palladium(II) acetate (156 mg), (±)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (846 mg) and cesium carbonate (13.6 g) in toluene (74 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 (3.28 g, yield 79%) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338622B2
Source datasetuspto-grants-2012_12
ORD IDord-6e4da376d8934a3dbcca2304ab0943ff
Source noteuspto-grants-2012_12