Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 239234Erstellt: 26. Oktober 2026

Acrylonitrile → Methyl Undecenoate Acrylonitrile

https://huagongshe.com/reaction/239234

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcrylonitrileHCID 7855—
EduktMethyl 10-undecenoateHCID 8138—
EduktDodecaneHCID 8182—
EduktSodium benzophenoneHCID 66591377—
EduktMethyl 11-cyano-10-undecenoateHCID 85444428—
Katalysator(1,3-Bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene)(dichloro)((2-((propan-2-yl)oxy)phenyl)methylidene)rutheniumHCID 11763533—
LösungsmittelTolueneHCID 1140—
ProduktMethyl Undecenoate AcrylonitrileHCID 86643178—

Reaktionsschritte

100 mg of methyl 10-undecenoate (0.5 mmol), 53 mg of acrylonitrile (1 mmol) and 8 ml of toluene distilled over sodium-benzophenone are placed in a 50 ml second-generation Hoveyda-Grubbs catalyst dissolved in 2 ml of toluene is added, using a syringe and a syringe press, over a period of 2 hours 40 minutes, under nitrogen and with magnetic stirring. At the end of the addition, the mixture is left to react for 1 hour at 80° C. The reaction mixture is analyzed by gas chromatography (dodecane standard). The conversion of the methyl 10-undecenoate is 94%. The selectivity toward methyl 11-cyano-10-undecenoate (cis+trans mixture) is 100%. The TON is 940.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08642792B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-a9d9380a26bd4c04a645aa8280f1f09b
Quellennotizuspto-grants-2014_02