Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 3-((6-nitro-1H-indol-1-yl)methoxy)benzonitrile | HCID 90030447 | — |
| Katalysator | Iron | HCID 23925 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | HCID 90031761 | HCID 90031761 | 65,5% |
Reaktionsschritte
To a mixture of 3-((6-nitro-1H-indol-1-yl)methoxy)benzonitrile (3.0 g, 10.2 mmol), THF (80 mL) and water (40 mL) were added iron powder (2.86 g, 51.2 mmol) and NH4Cl (1.09 g, 20.4 mmol) and the mixture was stirred at 64° C. overnight. The mixture was then cooled to rt and to the resulting mixture was added saturated NaHCO3 aqueous solution. The mixture was filtered and the filtrate was extracted with EtOAc (30 mL×4). The combined organic layers were washed with brine (40 mL×3), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=2:1) to give the title compound as a yellow solid (1.76 g, 65%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09434695B2 |
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| Quelldatensatz | uspto-grants-2016_09 |
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| ORD ID | ord-c815e127b0d943b78df202e6c6e475d3 |
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| Quellennotiz | uspto-grants-2016_09 |
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