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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2198033Generated: October 31, 2026

Cesium carbonate → HCID 86658338, compound

https://huagongshe.com/reaction/2198033

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-HydroxypyrrolidineHCID 98210—
ReactantBinap, (A+-)-HCID 634876—
Reactant2,5-Bis(trifluoromethyl)bromobenzeneHCID 2734763—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 86658338HCID 8665833892%

Reaction Steps

A solution of 2,5-bis(trifluoromethyl)phenyl bromide (4.45 g), 3-hydroxypyrrolidine (1.2 g), palladium(II) acetate (0.16 g), (±)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.87 g) and cesium carbonate (13.6 g) in toluene (74 mL) was stirred under an argon gas atmosphere at 80° C. for 16 hr. The reaction mixture was allowed to cool to room temperature, water was added, and the mixture was extracted with ethyl acetate. The extract 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 90:10-75:25) to give the title compound (3.79 g, yield 91%) as an orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338622B2
Source datasetuspto-grants-2012_12
ORD IDord-2a41ef61ab174745bb2c53c77dbfae65
Source noteuspto-grants-2012_12