HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Heptane → 4-(1,3-Oxazol-5-yl)benzonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Heptane | HCID 8900 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 4-Cyanobenzaldehyde | HCID 66042 | — |
| Edukt | Tosylmethyl isocyanide | HCID 161915 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | 4-(1,3-Oxazol-5-yl)benzonitrile | HCID 2777271 | 97% |
Reaktionsschritte
To a solution of 4-Formyl-benzonitrile (5 g, 38.17 mmol) and tosylmethyl isocyanide (TosMIC) (from Aldrich, 8.33 g, 42 mmol) in MeOH (200 mL) was added K2CO3 (6.85 g, 49.62 mmol) and the mixture was stirred at reflux for 1 h. The solvent was then evaporated and saturated aqueous NaHCO3 was added. The resultant suspension was extracted with dichloromethane (3×100 mL). The combined organic layers were washed with brine (30 mL), dried over anhydrous MgSO4 and concentrated to leave a yellow solid. Trituration with heptane afforded a solid that was collected by filtration and dried under vacuum to give the title compound (6.3 g, 97%). m.p.=140° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08080669B2 |
| Quelldatensatz | uspto-grants-2011_12 |
| ORD ID | ord-ee884524aae24f788390cbf66120db83 |
| Quellennotiz | uspto-grants-2011_12 |