HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cyclohexanol → 3-Cyclohexyloxy-6,7-dimethoxy-quinoline
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cyclohexanol | HCID 7966 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Diethyl azodicarboxylate | HCID 5462977 | — |
| Edukt | 6,7-Dimethoxyquinolin-3-ol | HCID 10058766 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-Cyclohexyloxy-6,7-dimethoxy-quinoline | HCID 9904018 | — |
Reaktionsschritte
To a THF solution (30 mL) at 0° C. is added 3-hydroxy-6,7-dimethoxyquinoline (0.237 g, 1.15 mmol), cyclohexanol (0.347 g, 3.46 mmol), Ph3P (0.908 g, 3.46 mmol). Diethylazodicarboxylate is added portionwise until the solution retained a deep red color (0.663 g, 3.81 mmol). After 4 hours the solution is concentrated and the residue chromatographed (50% EtOAc in hexanes). The product is recrystallized from isopropanol/hexanes as the HCl salt as a white solid (m.p. 229-232° C., dec.).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06852712B2 |
| Quelldatensatz | uspto-grants-2005_02 |
| ORD ID | ord-08e2a2c1bd0947beb25af09a094e127e |
| Quellennotiz | uspto-grants-2005_02 |