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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 896078Generated: October 30, 2026

2,4-Difluoroaniline → HCID 11312546, compound

https://huagongshe.com/reaction/896078

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DifluoroanilineHCID 9709—
Reactant4-BROMO-2'-CHLOROBENZOPHENONEHCID 11208670—
ReactantSodium t-butoxideHCID 23676156—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 11312546HCID 1131254651.7%

Reaction Steps

2,4-Difluoroaniline (0.28 ml; 2.7 mmol), NaOtBu (260 mg; 2.7 mmol), Pd(OAc)2 (10 mg; 0.04 mmol), R-(+)-BINAP (10 mg; 0.02 mmol) and (4-bromo-phenyl)-(2-chloro-phenyl)-methanone (200 mg; 0.67 mmol) are dissolved in dioxan (3 ml) and refluxed for 20 min. The reaction mixture is poured on water and extracted with TBME twice. The combined organic phases are dried over Na2SO4, evaporated to dryness and purified via chromatography (SiO2; TBME/hexanes 5/95>2/8) to yield the title compound (103 mg; 44%) as brownish crystals. Recrystallisation from acetone hexanes yields colorless crystals (48 mg; 21%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06919336B2
Source datasetuspto-grants-2005_07
ORD IDord-b1e56401ea334921aa144689718b6042
Source noteuspto-grants-2005_07