Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 1,3-Dimethoxy-2-nitrobenzene | HCID 324784 | — |
| Katalysator | Iron | HCID 23925 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | Benzenamine, 2,6-dimethoxy- | HCID 95940 | 98% |
Reaktionsschritte
To a solution of 78 (170 mg, 0.93 mmol) in AcOH (5 mL), EtOH (5 mL) and H2O (2.5 mL) was added iron powder (311 mg, ˜325 mesh, 5.57 mmol) portion wise. The mixture was then heated at 90° C. under N2 overnight. After cooling to room temperature, the mixture was poured onto ice, basified using solid Na2CO3 and extracted with EtOAc (3×). The combined organic layers were washed with brine, dried over Na2SO4 and concentrated in vacuo to yield 79 as a pale yellow solid (139 mg, 98%). MS (APCI): m/z 154 (100%, [M+H]+) which was used in the next step without further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US07893260B2 |
|---|
| Quelldatensatz | uspto-grants-2011_02 |
|---|
| ORD ID | ord-e2f5c07339c544bc8258c89e29c476e0 |
|---|
| Quellennotiz | uspto-grants-2011_02 |
|---|