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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2404330Generated: November 1, 2026

Cesium fluoride → HCID 66718378, compound

https://huagongshe.com/reaction/2404330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
Reactant2-Ethylphenylboronic Acid (contains varying amounts of Anhydride)HCID 4100862—
ReactantMethyl 4-bromo-3-(trifluoromethyl)benzoateHCID 10891333—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Solventtert-Butyl methyl etherHCID 15413—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66718378HCID 66718378—

Reaction Steps

A mixture of methyl 4-bromo-3-(trifluoromethyl)benzoate (3.0 g, 10.6 mmol), 2-ethylphenylboronic acid (2.38 g, 15.9 mmol), cesium fluoride (4.83 g, 31.8 mmol), palladium acetate (48 mg, 0.21 mmol) and 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (261 mg, 0.64 mmol) was prepared in dioxane (30 mL) and water (15 mL), and then heated at 90° C. for 2.5 hours. The reaction mixture was diluted with MTBE (150 mL) and washed with water (50 mL) and brine (50 mL). The aqueous layers were extracted with MTBE (75 mL). The organic layers were combined, dried (MgSO4) and concentrated under vacuum. After purification by flash chromatography (silica, heptane/EtOAc), the title compound was obtained as a colorless oil (3.05 g, 93%). HPLC (Method A) Rt 5.6 min (Purity: 97.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802704B2
Source datasetuspto-grants-2014_08
ORD IDord-e94efb440183407385c95b0759e5004e
Source noteuspto-grants-2014_08