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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1198535Erstellt: 25. Oktober 2026

Sodium hydride → (E)-3-(1H-Indol-7-yl)acrylonitrile

https://huagongshe.com/reaction/1198535

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktDiethyl (cyanomethyl)phosphonateHCID 75676—
EduktIndole-7-carboxaldehydeHCID 2734629—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(E)-3-(1H-Indol-7-yl)acrylonitrileHCID 19959103—

Reaktionsschritte

Sodium hydride, 60% dispersion in mineral oil (0.10 g, 2.5 mmol) was added in portions over 10 minutes to a stirred solution of diethyl cyanomethylphosphonate (0.44 g, 2.5 mmol) in tetrahydrofuran (10 ml) cooled in ice. The mixture was stirred for 15 minutes then a solution of 7-indole carboxaldehyde (0.30 g, 2.1 mmol) in tetrahydrofuran (2 ml) was added dropwise. The mixture was stirred for 30 minutes, diluted with ethyl acetate, washed with water, dried and evaporated. The residue was chromatographed on silica in ethyl acetate-hexane (1:3) to give the product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05281593
Quelldatensatzuspto-grants-1994_01
ORD IDord-f2671e47b7334dd69bded84396db529f
Quellennotizuspto-grants-1994_01