HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Pivalaldehyde → N-(1-(1H-1,2,3-benzotriazol-1-yl)-2,2-dimethylpropyl)-4-methylbenzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Pivalaldehyde | HCID 12417 | — |
| Edukt | 4-Methylbenzamide | HCID 69274 | — |
| Edukt | HCID 178418385 | HCID 178418385 | — |
| Katalysator | p-Toluenesulfonic acid | HCID 6101 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | N-(1-(1H-1,2,3-benzotriazol-1-yl)-2,2-dimethylpropyl)-4-methylbenzamide | HCID 11450124 | 68,1% |
Reaktionsschritte
A suspension of p-toluamide (4.11 g, 30.4 mmol), pivaldehyde (2.62 g, 30.4 mmol), and benzotriazole (3.62 g, 30.4 mmol) in toluene (200 mL) were treated with p-toluenesulfonic acid (286 mg, 1.52 mmol). The solution was heated at reflux under Dean-Stark conditions for 10 hours, cooled gradually to ambient temperature, and further cooled at 5° C. The white precipitate which formed was collected by filtration and was washed with 50% ether/hexanes (100 mL) to provide 6.67 g of the desired product as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06645968B2 |
| Quelldatensatz | uspto-grants-2003_11 |
| ORD ID | ord-244ce3fff0da49f88668755d477f9b8e |
| Quellennotiz | uspto-grants-2003_11 |