Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | Stannous Chloride | HCID 24479 | — |
| Edukt | 4-Fluoro-2-nitrophenol | HCID 136236 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | 2-Amino-4-fluorophenol | HCID 2735917 | 105,5% |
Reaktionsschritte
A mixture of 4-fluoro-2-nitrophenol(1 g, 4.64 mmol) and tin (II) chloride (5.4 g, 24.2 mmol) in ethanol(50 mL) was heated at 80° C. under argon. After 2 hours, the starting material had disappeared and the solution was allowed to cool down and then poured into ice. The pH is made slightly basic (pH7-8), by addition of solid NaOH, before being extracted with ethyl acetate. The organic phase was washed with brine, dried over MgSO4 and filtered. The solvent was evaporated and chromatography of the resulting solid on silica gel (4% MeOH/CH2Cl2) gave the desired product(622 mg, 85%). 1H NMR (CD3OD): d 6.51 (dd, 1H), 6.32 (dd, 1H), 6.17 (ddd, 1H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06211373B1 |
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| Quelldatensatz | uspto-grants-2001_04 |
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| ORD ID | ord-718e4150d08e4498bb4f559398606039 |
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| Quellennotiz | uspto-grants-2001_04 |
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