HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methanol → 7-Amino-2,3-dihydro-1,5-benzoxazepin-4(5H)-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methanol | HCID 887 | — |
| Edukt | 7-Nitro-2,3-dihydro-1,5-benzoxazepin-4(5H)-one | HCID 57415944 | — |
| Katalysator | Palladium | HCID 23938 | — |
| Produkt | 7-Amino-2,3-dihydro-1,5-benzoxazepin-4(5H)-one | HCID 57853833 | 70% |
Reaktionsschritte
Into a Hydrogenation flask containing 2-Nitro-6,7-dihydro-9H-5-oxa-9-aza-benzocyclohepten-8-one (0.2 g, 0.001 mol), was added Methanol (20 mL, 0.5 mol), followed by 10% Pd/C (0.02 g). The reaction mixture was shaken in a Parr apparatus under 20 psi of H2 for 90 min, was filtered through celite, washed with MeOH, and concentrated under reduced pressure to obtain 114 mg (70% yield) of title compound as a pale yellow solid. 97% purity, MP=158-160. LCMS: 179.19 (M+1), NMR (CDCl3) δ 7.94 (bs, 1H), 6.87 (d, J=8.4 Hz, 1H), 6.40 (dd, J=2.2 Hz, 8.5 Hz, 1H), 6.28 (s, 1H), 4.43-4.40 (m, 2H), 3.58 (bs, 2H), 2.79-2.76 (m, 2H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08148391B2 |
| Quelldatensatz | uspto-grants-2012_04 |
| ORD ID | ord-926b1c77f43b4b19a246a5195e35c7f5 |
| Quellennotiz | uspto-grants-2012_04 |