HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 896080Generated: October 30, 2026
2,4-Difluoroaniline → HCID 22349585, compound
https://huagongshe.com/reaction/896080
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2,4-Difluoroaniline | HCID 9709 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 22349583 | HCID 22349583 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 22349585 | HCID 22349585 | 64.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06919336B2 |
|---|
| Source dataset | uspto-grants-2005_07 |
|---|
| ORD ID | ord-e6e99841617c474f9cc97f60c155bb2e |
|---|
| Source note | uspto-grants-2005_07 |
|---|