Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Methane | HCID 297 | — |
| Edukt | 1,2-Dimethylhydrazine | HCID 1322 | — |
| Edukt | 2-(2-Methoxy-4-nitrophenyl)pyridine | HCID 21956526 | — |
| Katalysator | Iron chloride (FeCl3) | HCID 24380 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | 3-Methoxy-4-pyridin-2-ylaniline | HCID 21956520 | — |
Reaktionsschritte
To a solution of 2-(2-methoxy-4-nitrophenyl)pyridine (5.4 g, 23.3 mmol), dimethyl hydrazine (14 mL, 233 mmol), charcoal (0.7 g), in methanol (200 mL) was added iron trichloride (0.075 g, 0.46 mmol), then heated at 65° C. overnight. The reaction mixture was quenched with H2O (50 mL), then extracted with EtOAc (3×50 mL) and the combined organic extracts washed with brine. The organic phase was dried over Na2SO4 and concentrated in vacuo. The crude purified by liquid chromatography on silica (EtOAc/Hexane 3/7) to give 3-methoxy-4-pyridin-2-ylaniline.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07393959B2 |
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| Quelldatensatz | uspto-grants-2008_07 |
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| ORD ID | ord-28f2fb9c9584446bb7f8ac57dcebcc5f |
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| Quellennotiz | uspto-grants-2008_07 |
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