HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Pyridine → 4-(4-Isopropoxyphenoxy)benzaldehyde
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Pyridine | HCID 1049 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 4-Bromobenzaldehyde | HCID 70741 | — |
| Edukt | 4-Isopropoxyphenol | HCID 82001 | — |
| Katalysator | Copper oxide (CuO) | HCID 164827 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 4-(4-Isopropoxyphenoxy)benzaldehyde | HCID 87721747 | 56,2% |
Reaktionsschritte
To a mixture of Example 17A (1.50 g, 9.86 mmol), 4-bromobenzaldehyde (2.20 g, 11.9 mmol.), (K2CO3 (2.85 g, 20.6 mmol) and pyridine (50 mL) at 80° C. was added Cu(II) oxide (1.95 g, 24.5 mmol). After the addition, the mixture was refluxed vigorously for 20 hours. After cooling, dichloromethane was added and the mixture was filtered through Celite. The filtrate was concentrated to dryness. The residue was dissolved in ether, which was washed with 10% HCl (2×), 1N NaOH (2×), brine (1×), dried over MgSO4, and concentrated to dryness. The residue was purified on silica gel eluting with a hexane and ethyl acetate gradient to give the desired product as a white solid (1.42 g, 56%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08748627B2 |
| Quelldatensatz | uspto-grants-2014_06 |
| ORD ID | ord-d9dd6c9633f04085bc54f055c08be427 |
| Quellennotiz | uspto-grants-2014_06 |