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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1901344Erstellt: 25. Oktober 2026

Sodium Cyanide → 3-(5-Bromobenzo[b]thien-2-yl)-2-(4-methoxyphenyl)butyronitrile

https://huagongshe.com/reaction/1901344

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CyanideHCID 8929—
EduktToluene ethylacetateHCID 21584019—
Edukt3-(5-Bromobenzo[b]thien-2-yl)-2-(4-methoxyphenyl)propyl methanesulfonateHCID 21844314—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt3-(5-Bromobenzo[b]thien-2-yl)-2-(4-methoxyphenyl)butyronitrileHCID 21844393—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

1.2 g of sodium cyanide was dissolved in 30 ml of dimethyl sulfoxide at a temperature of 90° C. To this was gradually added 18.5 g of 3-(5-bromobenzo[b]thien-2-yl)-2-(4-methoxyphenyl)propyl methanesulfonate, followed by stirring at 80° C. for 1 hour. The resulting reaction solution was mixed with an ethyl acetate/toluene mixture, washed with water, and then dried to distill off the solvent. Crystals thus precipitated were washed with ethanol and dried to obtain 5 g of 3-(5-bromobenzo[b]thien-2-yl)-2-(4-methoxyphenyl)butyronitrile. The same compound was also obtained with a yield of 2 g, by concentrating the ethanol solution resulting from the washing of crystals and subjecting the concentrate to silica gel column chromatography using chloroform as an elution solvent.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05576343
Quelldatensatzuspto-grants-1996_11
ORD IDord-5813034b79124ce0bfa89e18b52c2a2c
Quellennotizuspto-grants-1996_11