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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 896080Generated: October 30, 2026

2,4-Difluoroaniline → HCID 22349585, compound

https://huagongshe.com/reaction/896080

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DifluoroanilineHCID 9709—
ReactantCesium carbonateHCID 10796—
ReactantTriphenylphosphineHCID 11776—
ReactantHCID 22349583HCID 22349583—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 22349585HCID 2234958564.5%

Reaction Conditions

Temperature135 °C

Reaction Steps

(5-Bromo-2-methoxy-phenyl)-(4-bromo-phenyl)-methanone (16.5 g; 44.6 mmol), R-(+)-BINAP (1.38 g; 2.23 mmol), Pd(OAc)2 (1.499 g; 6.69 mmol), PPh3 (3.03 g; 11.6 mmol), Cs2CO3 (29.1 g; 89.2 mmol) and 2,4-Difluoroaniline (6.8 ml; 66.9 mmol) are dissolved in dioxane (600 ml) and heated to 135° C. for 1.5 hours. The reaction mixture is cooled, filtered, evaporated and purified via chromatography (SiO2; acetone/hexanes 5:95>10:90) to yield the title product as yellow crystals (10.7 g; 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06919336B2
Source datasetuspto-grants-2005_07
ORD IDord-e6e99841617c474f9cc97f60c155bb2e
Source noteuspto-grants-2005_07