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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2198028Generated: October 30, 2026

Cesium carbonate → HCID 46941681, compound

https://huagongshe.com/reaction/2198028

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1-Bromo-3,5-bis(trifluoromethyl)benzeneHCID 67602—
ReactantBinap, (A+-)-HCID 634876—
Reactant(3R)-pyrrolidin-3-ol hydrochlorideHCID 2759336—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 46941681HCID 4694168161.3%

Reaction Steps

A mixed solution of 3,5-bis(trifluoromethyl)phenyl bromide (22.0 g), (R)-3-hydroxypyrrolidine hydrochloride (9.23 g), palladium(II) acetate (0.84 g), (±)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (4.68 g) and cesium carbonate (73.4 g) in toluene (300 mL)-1,4-dioxane (100 mL) was stirred under an argon gas atmosphere at 80° C. for 16 hr. The solid was filtered off, and the filtrate was washed with saturated brine and water, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated, and the residue was purified by silica gel column chromatography (petroleum ether:ethyl acetate 10:1-3:1) to give the title compound (13.7 g, yield 61%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338622B2
Source datasetuspto-grants-2012_12
ORD IDord-8e1b22883bff4de7862624238c24287d
Source noteuspto-grants-2012_12