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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 628792Erstellt: 25. Oktober 2026

Indole-5-carbonitrile → 3-(4-hydroxybutanoyl)-1H-indole-5-carbonitrile

https://huagongshe.com/reaction/628792

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktIndole-5-carbonitrileHCID 27513—
Edukt4-Chlorobutyryl chlorideHCID 78370—
EduktAluminum(III) ChlorideHCID 6451240—
Edukt3-(4-Hydroxybutyl)-1H-indole-5-carbonitrileHCID 12150985—
Produkt3-(4-hydroxybutanoyl)-1H-indole-5-carbonitrileHCID 72710223—

Reaktionsschritte

The present inventors have further surprisingly and unexpectedly found that 3-(4-hydroxybutyl)-1H-indole-5-carbonitrile intermediate can be prepared, in high purity and with high yield, by reacting 5-cyanoindole with 4-chlorobutyryl chloride in the presence of aluminium chloride to produce an intermediate compound, followed by reacting the compound with an aqueous alcohol to produce 3-(4-hydroxybutyryl)-1H-indole-5-carbonitrile, which is then reduced with sodium cyanoborohydride in the presence of hydrochloric acid and water in acetonitrile solvent to produce 3-(4-hydroxybutyl)-1H-indole-5-carbonitrile.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09315456B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-710fbf00b52a4cb6b7e7a7fd84c93967
Quellennotizuspto-grants-2016_04