HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-(2-(Diethylamino)-Ethoxy)-Benzaldehyde → 2-[4-(2-Diethylamino-ethoxy)-benzylidene]-6-(2-imidazole-1-yl-ethoxy)-3,4-dihydro-2H-naphthalen-1-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-(2-(Diethylamino)-Ethoxy)-Benzaldehyde | HCID 411674 | — |
| Edukt | HCID 15486912 | HCID 15486912 | — |
| Lösungsmittel | Potassium Hydroxide | HCID 14797 | — |
| Lösungsmittel | Sodium chloride; water | HCID 57417360 | — |
| Produkt | 2-[4-(2-Diethylamino-ethoxy)-benzylidene]-6-(2-imidazole-1-yl-ethoxy)-3,4-dihydro-2H-naphthalen-1-one | HCID 54033108 | 30,3% |
Reaktionsschritte
6-(2-Imidazole-1-yl-ethoxy)-3,4-dihydro-2H-naphthalen-1-one (0.505 g, 1.97 mmol) was reacted with 4-(diethylamino)ethoxy benzaldehyde (0.662 g, 3.0 mmol) in 2.5 mL of 4% KOH for 20 hours at room temperature. The reaction was diluted with brine, and the resulting mixture was extracted into DCM. The combined extracts were dried, filtered, and evaporated to dryness. The resulting oil was purified twice by flash chromatography (silica gel, 150 g, 10% MeOH in DCM) to afford 0.274 g (30%) of the title compound as a yellow oil: CI-MS m/e 459 (M+), 460 (M+ +1);
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06133303 |
| Quelldatensatz | uspto-grants-2000_10 |
| ORD ID | ord-db5104faed6a4b46a3ecd9f03c9c899e |
| Quellennotiz | uspto-grants-2000_10 |