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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 11235Erstellt: 23. Oktober 2026

Sodium hydride → 1-Benzyl-3-(2-methoxycarbonylvinyl)pyrrole

https://huagongshe.com/de/reaction/11235

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktMethyl diethylphosphonoacetateHCID 66113—
Edukt1-Benzyl-1H-pyrrole-3-carbaldehydeHCID 15678480—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-Benzyl-3-(2-methoxycarbonylvinyl)pyrroleHCID 6913902183%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07098201B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-f8ffdd4a3dcd491a8cc70900384a71ec
Quellennotizuspto-grants-2006_08