Reaktion #45309

Reaktionsgleichung

2-amino-5-(trifluoromethyl)benzonitrile

hydrogen

ethyl acetate hexane

→

[2-(aminomethyl)-4-(trifluoromethyl)phenyl]amine

Lösungsmittel

ethanol

ammonium hydroxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwere added
2. 2
   FiltrationThe contents were filtered through Celite
3. 3
   Waschenwashed with ether
4. 4
   Einengenconcentrated to 37 g black oil
5. 5
   SonstigeThe oil was chromatographed on a Biotage 75L cartridge with methanol/methylene chloride and ammonium hydroxide/methanol/methylene chloride

Vorschrift

In a rocker shaker was charged 37 g (0.2 mol) of 2-amino-5-(trifluoromethyl)benzonitrile in 500 mL of ethanol and 76 mL of ammonium hydroxide. The contents were degassed/blanketed with nitrogen, 25 g of Raney nickel were added, then the shaker was pressurized with 40 psi hydrogen gas. At 15 hours TLC analysis (20/80 ethyl acetate/hexane) revealed no starting material. The contents were filtered through Celite and washed with ether and concentrated to 37 g black oil. The oil was chromatographed on a Biotage 75L cartridge with methanol/methylene chloride and ammonium hydroxide/methanol/methylene chloride to give [2-(aminomethyl)-4-(trifluoromethyl)phenyl]amine as a green oil.

Quelle