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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619685Generated: November 1, 2026

Cesium carbonate → HCID 46314340, compound

https://huagongshe.com/reaction/1619685

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Fluorophenylboronic acidHCID 2734354—
Reactant4-Bromo-3-chlorophenolHCID 7018182—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 46314340HCID 4631434082.9%

Reaction Steps

2-Fluorophenylboronic acid (0.405 g, 2.89 mmol) and 4-bromo-3-chlorophenol (0.500 g, 2.41 mmol) were dissolved in dioxane (10 mL). A solution of caesium carbonate (2.35 g, 7.21 mmol) in water (2 mL) was added and the reaction mixture was degassed. Tetrakis(triphenylphosphine)palladium (0) (0.280 g, 0.242 mmol) was added and reaction was further degassed before heating the reaction at 100° C. for 18 hours. The cooled reaction mixture was filtered through a pad of celite. The filtrate was diluted with EtOAc and washed with water and dried over MgSO4, filtered and evaporated in vacuo. The residue was purified by flash chromatography on silica gel eluting with EtOAc/Heptane 2:3 to give the title compound (0.445 g, 69%) as dark solid

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772293B2
Source datasetuspto-grants-2014_07
ORD IDord-cd50d6afed5447ffa84595d8bd5acd58
Source noteuspto-grants-2014_07