HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium hydride → 1-Benzyl-3-(2-methoxycarbonylvinyl)pyrrole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Methyl diethylphosphonoacetate | HCID 66113 | — |
| Edukt | 1-Benzyl-1H-pyrrole-3-carbaldehyde | HCID 15678480 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 1-Benzyl-3-(2-methoxycarbonylvinyl)pyrrole | HCID 69139021 | 83% |
Reaktionsschritte
To a suspension of sodium hydride (60% in mineral oil, 311 mg, 7.8 mmol) in DMF (15 ml) was added dropwise at an ice bath temperature a solution of diethyl(methoxycarbonylmethyl)phosphonate (1.64 g, 7.8 mmol) in DMF (3 ml). The mixture was stirred for 30 minutes at room temperature and cooled again. To the mixture was added dropwise a solution of 1-benzyl-3-formylpyrrole (1.2 g, 6.5 mmol) in DMF (2 ml). The reaction mixture was stirred for 12 hours at room temperature and poured into ice-water, and extracted with ethylacetate. The extract was washed with water and dried. The solvent was evaporated. The obtained white crystal was washed with i-Pr2O to give 1-benzyl-3-(2-methoxycarbonylvinyl)pyrrole (1.3 g). Yield: 83%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07098201B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-f8ffdd4a3dcd491a8cc70900384a71ec |
| Quellennotiz | uspto-grants-2006_08 |