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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 352071Erstellt: 24. Oktober 2026

Ammonia → 4-(Trifluoromethyl)cinnamamide

https://huagongshe.com/de/reaction/352071

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmoniaHCID 222—
EduktDimethylformamideHCID 6228—
EduktThionyl ChlorideHCID 24386—
Edukt4-(Trifluoromethyl)cinnamic acidHCID 688070—
LösungsmittelTolueneHCID 1140—
Produkt4-(Trifluoromethyl)cinnamamideHCID 570901496%

Reaktionsbedingungen

Temperatur47.5 °C

Reaktionsschritte

(E)-3-(4-(Trifluoromethyl)phenyl)-2-propenoic acid (2400 g, 11.1 mol) and DMF (N,N-dimethylformamide)(82 ml) were added to toluene (12 L). SOCl2 (52.6 mL, 721 mmol) was added dropwise at room temperature and the mixture was stirred at 45-50° C. for 1 hour. The toluene solution cooled to room temperature was added dropwise to 25% aqueous ammonia (12L) at 5-25° C. The mixture was stirred at 45-55° C. for 1 hour. After allowing to cool to room temperature and stirring, the mixture was stirred at the same temperature for 1 hour. The precipitated crystals were collected by filtration, washed with water (12 L) and dried under reduced pressure to give (E)-3-(4-(trifluoromethyl)phenyl)-2-propenamide (2293 g, 10.7 mol, yield 96%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06743924B2
Quelldatensatzuspto-grants-2004_06
ORD IDord-fade97a760ba42528ce90cb5fae54b3d
Quellennotizuspto-grants-2004_06