Reaktion #1812401

Reaktionsgleichung

Borane

N-[4-(Trifluoromethoxy)benzyl]acetamide

→

title compound

Ausbeute 21.0%

N-ethyl-N-[4-(Trifluoromethoxy)benzyl]amine

Ausbeute 21.0%

Lösungsmittel

diethyl ether

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas stirrred at −10° C. for 15 minuters
2. 2
   Temperaturto warm to room temperature
3. 3
   TemperaturThe reaction mixture was refluxed overnight
4. 4
   Temperaturto cool to room temperature
5. 5
   SonstigeThe reaction was quenched by careful addition of 10% HCl (30 mL) at 0° C.
6. 6
   Einengenconcentrated in vacuo
7. 7
   Sonstigediethyl ether (200 mL) and the phases were separated
8. 8
   EinengenConcentration in vacuo of the diethyl ether phase

Vorschrift

N-[4-(Trifluoromethoxy)benzyl]acetamide (10.4 g, 44.6 mmol) was dissolved in THF (100 mL) and cooled to −10° C. Borane (56 mL of a 2 M solution of the dimethylsulfide complex in diethyl ether) was added and the reaction mixture was stirrred at −10° C. for 15 minuters and was then allowed to warm to room temperature. The reaction mixture was refluxed overnight and was then allowed to cool to room temperature. The reaction was quenched by careful addition of 10% HCl (30 mL) at 0° C. and the mixture was stirred at room temperature overnight and then concentrated in vacuo. The residue was taken up in water (200 mL) and diethyl ether (200 mL) and the phases were separated. Concentration in vacuo of the diethyl ether phase afforded 1.9 g (21%) of the title compound as a colourless oil.

Quelle