HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Difluoroaniline → HCID 11312546, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Difluoroaniline | HCID 9709 | — |
| Reactant | 4-BROMO-2'-CHLOROBENZOPHENONE | HCID 11208670 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 11312546 | HCID 11312546 | 51.7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06919336B2 |
| Source dataset | uspto-grants-2005_07 |
| ORD ID | ord-b1e56401ea334921aa144689718b6042 |
| Source note | uspto-grants-2005_07 |