HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl iodide → 6-Methoxy-2,3-dihydro-1-benzofuran-3-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl iodide | HCID 6328 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 6-Hydroxy-3-coumaranone | HCID 235717 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 6-Methoxy-2,3-dihydro-1-benzofuran-3-one | HCID 585368 | — |
Reaktionsschritte
6-Hydroxybenzofuran-3(2H)-one (6 g, 40.0 mmol) was dissolved in DMF (80 mL), then added potassium carbonate (6.07 g, 43.97 mmol) and methyl iodide (4.12 mL, 65.95 mmol). The reaction was stirred at RT for 2 days. The mixture was filtered and the filtrate was concentrated in vacuo. The remaining oil was dissolved in EtOAc and washed with water. The aqueous layer was back-extracted with EtOAc (2×). The organic layers were washed with brine, dried over sodium sulfate and concentrated in vacuo. The remaining orange-red solid was purified by silica gel chromatography (1:4 EtOAc/hexane) to afford 6-methoxybenzofuran-3(2H)-one as a bright yellow crystalline solid. MS (ESI, pos. ion) m/z: 165.1 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07626030B2 |
| Quelldatensatz | uspto-grants-2009_12 |
| ORD ID | ord-2af7ae6cb2b44065bc3bc974c7da1329 |
| Quellennotiz | uspto-grants-2009_12 |