Reacción #46067

Ecuación de reacción

Sodium hydride

Trifluoroacetamide

ammonium chloride

E-1,3-dichloropropene

→

N-(3-Chloro-allyl)-2,2,2-trifluoro-acetamide

Disolventes

THF

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe temperature of the reaction with a water bath
2. 2
   workup.WAITAfter 2 min.
3. 3
   Temperaturathe reaction was heated
4. 4
   Temperaturato reflux for 45 min
5. 5
   TemperaturaThe mixture is then cooled to room temperature
6. 6
   OtroThe mixture is transferred to a separatory funnel
7. 7
   Extracciónextracted with ether (2×400 mL)
8. 8
   SecadoThe combined organic layers were dried (MgSO4)
9. 9
   Concentraciónconcentrated under reduced pressure
10. 10
    Otroto obtained a colorless oil that

Procedimiento

Trifluoroacetamide (10.44 g, 92.4 mmol) is dissolved in THF (30 mL). Sodium hydride (60% weight dispersion in mineral oil, 3.1 g, 77 mmol) is then added in small portions at room temperature while regulating the temperature of the reaction with a water bath. The mixture is stirred at room temperature for 5 min., after which E-1,3-dichloropropene (4.5 mL, 49.4 mmol) is added. After 2 min., the mixture thickened, and the reaction was heated to reflux for 45 min. The mixture is then cooled to room temperature, and saturated aqueous ammonium chloride (20 mL) and water (40 mL) are added. The mixture is transferred to a separatory funnel and extracted with ether (2×400 mL). The combined organic layers were dried (MgSO4) and concentrated under reduced pressure to obtained a colorless oil that was used for the next step.

Fuente