HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl Ethyl Ketone → Ethyl (5-bromobenzofuran)-2-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl Ethyl Ketone | HCID 6569 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 5-Bromosalicylaldehyde | HCID 72863 | — |
| Edukt | Bromo diethylmalonate | HCID 86590788 | — |
| Produkt | Ethyl (5-bromobenzofuran)-2-carboxylate | HCID 735184 | 78% |
Reaktionsschritte
A solution of 5-bromo-salicylaldehyde (5.0 g, 25 mmol) and bromo diethylmalonate (8.9 g, 37 mmol) in methyl ethyl ketone (50 mL) is treated with potassium carbonate (6.8 g, 50 mmol) and heated to reflux. The reaction is stirred over 3 days at reflux. The reaction is then concentrated to a crude solid that is purified by silica gel column chromatography (9:1 hexane/EtOAc) to afford 5.2 g (78%) of the desired product. 1H NMR (CDCl3) 7.81 (d, 1H), 7.26-7.55 (m, 3H), 4.44 (q, 2H), 1.42 (t, 3H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07365066B2 |
| Quelldatensatz | uspto-grants-2008_04 |
| ORD ID | ord-dcd1e3fcb5a746e995bd0fae885d2464 |
| Quellennotiz | uspto-grants-2008_04 |