HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Nitrophenol → 4-(4-Nitrophenoxymethyl)-2-methoxycarbonyl-furan
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-Nitrophenol | HCID 11137 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Methyl 5-(chloromethyl)-2-furoate | HCID 75065 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 4-(4-Nitrophenoxymethyl)-2-methoxycarbonyl-furan | HCID 22061074 | 90,8% |
Reaktionsschritte
3-Nitrophenol (1.0 g, 7.19 mmole), methyl 5-(chloromethyl)-2-furoate (1.38 g, 7.90 mmole) and anhydrous K2CO3 (1.19 g, 8.60 mmole) in acetone (30 mL) were refluxed for 8 h. The reaction mixture was cooled and diluted with water. The resultant white solid was filtered, washed with water and air dried overnight to give 1.81 g (90%) of the desired product. 1H NMR (CDCl3): δ 7.86 (dd, 1H, J=2.3 and 8.2 Hz), 7.80 (t, 1H, J=2.3 Hz), 7.45 (t, 1H, J=8.2 Hz), 7.27 (dd, 1H, J=2.3 and 8.2 Hz), 7.17 (d, 1H, J=3.5 Hz), 6.58 (d, 1H, J=3.5 Hz), 5.13 (s, 2H), 3.90 (s, 3H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08835430B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-1dded64bcf014bb381b1da1fe37c5cbb |
| Quellennotiz | uspto-grants-2014_09 |