Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1156477Erstellt: 25. Oktober 2026

N,N-Dimethylbenzylamine → 4-Bromocinnamonitrile

https://huagongshe.com/reaction/1156477

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN,N-DimethylbenzylamineHCID 7681—
EduktAcrylonitrileHCID 7855—
Edukt4-Bromobenzoyl chlorideHCID 68515—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelP-XyleneHCID 7809—
Produkt4-BromocinnamonitrileHCID 5348067,3%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

54.88 g (0.25 mol) of 4-bromobenzoyl chloride, 20.81 ml (0.31 mol) of acrylonitrile and 37.65 ml (0.25 mol) of N-benzyldimethylamine are added to 0.561 g (2.5 millimols) of palladium acetate in 500 ml of p-xylene. The mixture is stirred for 1.5 hours at 120° C. The crude product is distilled and recrystallised from cyclohexanone. 35 g (67% of theory) of 4-bromocinnamonitrile are obtained in the form of white flakes; melting point 105.7° C. Analysis for C9H4NBr: calculated C 51.96%, H 2.91%, N 6.73%, Br 38.40%; found C 51.93%, H 3.01%, N 6.69%, Br 38.35%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04335054
Quelldatensatzuspto-grants-1982_06
ORD IDord-97bbf48433274827836567a26694ad0a
Quellennotizuspto-grants-1982_06