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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470581Generated: October 31, 2026

Cesium carbonate → HCID 58073894, compound

https://huagongshe.com/reaction/1470581

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Bromo-2-fluorotolueneHCID 171040—
Reactant(3-Methoxyphenyl)boronic acidHCID 2734370—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 58073894HCID 5807389475.6%

Reaction Steps

A mixture of toluene (22.7 mL) and water (22.7 mL+7.5 mL) was degassed with nitrogen for 30 min. A mixture of cesium carbonate (3.3 g, 1.04 mmol), 4-bromo-2-fluoro-1-methyl-benzene (1.0 g, 5.2 mmol), 3-methoxyphenylboronic acid (0.8 g, 5.2 mmol) and tetrakis triphenyl phosphene palladium (0.294 g, 0.26 mmol) was added to the above degassed aq. toluene and the resulting mixture was refluxed for 5 h. After the reaction was completed, it was cooled and extracted with ethyl acetate. The combined ethyl acetate layers were dried over sodium sulphate and concentrated. The residue was purified by column chromatography using 10% ethyl acetate in hexane to obtain the title compound (0.85 g, 74%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006454B2
Source datasetuspto-grants-2015_04
ORD IDord-0ef196a134e74eb49e96464f8ac13f71
Source noteuspto-grants-2015_04