HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 2'-Methoxy-4'-(thien-2-yl)acetophenone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 2-Thiopheneboronic acid | HCID 2733960 | — |
| Edukt | 1-(4-Iodo-2-methoxyphenyl)ethanone | HCID 22025551 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | 2'-Methoxy-4'-(thien-2-yl)acetophenone | HCID 21981069 | 98% |
Reaktionsschritte
Ex-57a: 4′-iodo-2′-methoxyacetophenone (1.08 g, 3.9 mmol) in ethylene glycol dimethyl ether (50 ml) was degassed for 15 minutes. Tetrakis(triphenylphosphine)palladium(0) (0.456 g, 0.39 mmol), thiophene-2-boronic acid (0.75 g, 5.9 mmol), and sodium carbonate solution (2 m, 4 ml, 8 mmol) were added. The mixture was stirred at reflux under nitrogen for 24 hours. Upon cooling to room temperature, it was poured into water and extracted with dichloromethane. The organic phase was dried over sodium sulfate and evaporated. Silica gel chromatography (hexane/ethyl acetate, 3:1) gave 0.88 g (98%) of the desired 2′-methoxy-4′-(thien-2-yl)acetophenone.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07078431B2 |
| Quelldatensatz | uspto-grants-2006_07 |
| ORD ID | ord-754c7a9dc18444ce999681af4bf22fa9 |
| Quellennotiz | uspto-grants-2006_07 |