HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Orcinol → 3-[2-(4-Cyanophenyl)ethoxy]-5-methylphenol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Orcinol | HCID 10436 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | 4-(2-Hydroxyethyl)benzonitrile | HCID 2800815 | — |
| Edukt | Diethyl azodicarboxylate | HCID 5462977 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-[2-(4-Cyanophenyl)ethoxy]-5-methylphenol | HCID 22033530 | 37% |
Reaktionsschritte
Triphenylphoshine (7.86 g; 30 mmol), 3,5-dihydroxytoluene (2.5 g; 20 mmol) and 2-(4-cyanophenyl)ethanol (4.41 g; 30 mmol) were dissolved in THF (50 mL). Diethylazodicarboxylate (5.22 g; 30 mmol; dissolved in THF (10 mL)), was added and the solution was stirred at room temperature overnight. The solvent was removed in vacuo and the white solid residue extracted with Et2O. Purification by flash chromatography (SiO2; toluene:EtOAc (10:1)) afforded 1.85 g (37%) of the sub-title compound as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06221898B1 |
| Quelldatensatz | uspto-grants-2001_04 |
| ORD ID | ord-c75018db129c4a1882a1a70317255148 |
| Quellennotiz | uspto-grants-2001_04 |