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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 11234Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/11234

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktMethyl diethylphosphonoacetateHCID 66113—
Edukt1-benzyl-1H-pyrrole-2-carbaldehydeHCID 11126964—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-Benzyl-2-(2-methoxycarbonylvinyl)pyrroleHCID 6913908765,1%

Reaktionsschritte

To a suspension of sodium hydride (60% in mineral oil, 960 mg, 24 mmol) in DMF (20 ml) was added dropwise at an ice bath temperature a solution of diethyl(methoxycarbonylmethyl)phosphonate (5.04 g, 24 mmol) in DMF (1 ml). The mixture was stirred for 15 minutes at room temperature and cooled again. To the mixture was added dropwise a solution of 1-benzyl-2-formylpyrrole (3.7 g, 20 mmol) in DMF (2 ml). The reaction mixture was stirred for 4 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 isopropylether to give 1-benzyl-2-(2-methoxycarbonylvinyl)pyrrole (3.14 g). Yield. 65%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07098201B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-69dcbe63ba36463aa189ba6520443fe6
Quellennotizuspto-grants-2006_08