Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Sulfate | HCID 24436 | — |
| Edukt | Phenoxyacetonitrile | HCID 241641 | — |
| Edukt | Diethyl aluminum cyanide | HCID 16686413 | — |
| Edukt | Diisobutylaluminumhydride | HCID 21225700 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 2-Amino-3-phenoxypropanenitrile | HCID 13983271 | 22% |
Reaktionsschritte
5 millimoles (0.665 g) of phenoxy-acetonitrile are dissolved in 8 ml of anhydrous toluene at 0° C., under an argon atmosphere 7.5 millimoles of a toluenic solution 1.5M of diisobutylaluminum hydride (5 ml) are added dropwise, at this temperature. The stirring is maintained for 1 hour at 0° C., then 5.9 ml (1.3 eq) of diethylaluminum cyanide are added. The reaction mixture is stirred for 3 hours at room temperature, then hydrolyzed with 4 ml of methanol and pasty sodium sulfate. After purification by high pressure liquid chromatography on silica, there are obtained 0.182 g of 2-amino-3-phenoxy-propionitrile, in form of a cream-colored solid- state product; M.P. 65° C., yield: 22%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05103019 |
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| Quelldatensatz | uspto-grants-1992_04 |
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| ORD ID | ord-2ff9a1cf07cb4a51a21831f8a6fc177a |
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| Quellennotiz | uspto-grants-1992_04 |
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