HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Stannous Chloride → 4-Amino-3-methylbenzonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Stannous Chloride | HCID 24479 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 3-Methyl-4-nitrobenzonitrile | HCID 2801434 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 4-Amino-3-methylbenzonitrile | HCID 7010316 | 70,7% |
Reaktionsschritte
To a solution of 3-methyl-4-nitrobenzonitrile (2 g, 12.3 mmol) in 100 mL of EtOH is added SnCl2 (13.9 g, 61.7 mmol). The resulting solution is refluxed. After 2 hours, the solution is cooled to ambient temperatures. The solution is poured into 150 mL of ice water. The pH of the solution is adjusted to >7 with a solution of saturated NaHCO3. The solution is diluted with EtOAc and the resulting mixture is filtered through Celite. The filtered solution is separated. The organic layer is dried over MgSO4, filtered and concentrated to give the title compound (1.57 g, 8.7 mmol) as an off-white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05958918 |
| Quelldatensatz | uspto-grants-1999_09 |
| ORD ID | ord-44de7bf1e14449838d78ac58e5fcf3e1 |
| Quellennotiz | uspto-grants-1999_09 |