HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ammonium formate → 3-fluoro-4-(2-methyl-1H-imidazol-1-yl)aniline
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ammonium formate | HCID 2723923 | — |
| Edukt | 1-(2-fluoro-4-nitrophenyl)-2-methyl-1H-imidazole | HCID 21876645 | — |
| Katalysator | Palladium | HCID 23938 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-fluoro-4-(2-methyl-1H-imidazol-1-yl)aniline | HCID 21876620 | 100,1% |
Reaktionsschritte
3-Fluoro-4-(2-methylimidazol-1-yl)nitrobenzene (40 g, 0.181 M) was dissolved in a mixture of methanol (200 ml) and tetrahydrofuran (800 ml), cooled to 0° under nitrogen, and treated with ammonium formate (57 g, 0.905 M) followed by palladium on charcoal (10%, 2 g). The mixture was stirred at ambient temperature for 18 hours, filtered through celite, celite washed with methanol (100 ml), and filtrate evaporated to dryness. The residue was partitioned between ethyl acetate (800 ml) and 10% aqueous sodium bicarbonate (250 ml). The organic layer was separated, washed with brine (250 ml), dried (magnesium sulfate) and evaporated to give title compound (34.6 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07087629B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-0f65b8e12b144f6f95b7f3ce346cb7c1 |
| Quellennotiz | uspto-grants-2006_08 |