Reaktion #167781

Reaktionsgleichung

4-methyl-1H-imidazole

Cs2CO3

3-bromo-5-(trifluoromethyl)aniline

1-(5,6,7,8-tetrahydroquinolin-8-yl)ethanone

→

desired product

Ausbeute 91.0%

5-(4-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)-benzenamine

Ausbeute 91.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeIn a pressure tube with one end sealed
2. 2
   workup.ADDITIONwas added into a flask
3. 3
   TemperaturAfter cooling to room temperature
4. 4
   Sonstigethe solvent was removed under vacuum
5. 5
   Sonstigethe residue was purified by column chromatography

Vorschrift

In a pressure tube with one end sealed, add 190 mg CuI (1 mmol), 1.64 g 4-methyl-1H-imidazole (20 mmol), 3.25 g Cs2CO3 (10 mmol), and after Nitrogen replacement, add 2.40 g 3-bromo-5-(trifluoromethyl)aniline (10 mmol), 350 mg 1-(5,6,7,8-tetrahydroquinolin-8-yl)ethanone (2 mmol) and 30 mL DMF was added into a flask. The mixture was stirred at 110° C. for 18 h under sealing. After cooling to room temperature, the solvent was removed under vacuum and the residue was purified by column chromatography to afford 2.19 g desired product (91%).

Quelle