反应详情

To a suspension of 4,4-dimethyl-2-(2-nitrophenyl)-6-(trifluoromethyl)-1,2,3,4-tetrahydroquinoline (2.56 g, 7.3 mmol) in saturated aqueous ammonium chloride (20 mL) and ethanol (30 mL) was added iron powder (1.2 g, 21.0 mmol) at room temperature After addition, the resulting mixture was stirred at reflux under Nitrogen for 3 h. The reaction mixture was cooled to room temperature and filtered through a pad of celite. The solvent of ethanol in filtrate was removed under reduced pressure and the water phase was extracted with ethyl acetate. The combined organic phase was dried, concentrated to give 2-(4,4-dimethyl-6-(trifluoromethyl)-1,2,3,4-tetrahydroquinolin-2-yl)aniline. The product was used in the next step without further purification. LC/MS m/e obsd. (ESI+) [(M+H)+] 321.1.

1. additionAfter addition
2. temperatureat reflux under Nitrogen for 3 h
3. filtrationfiltered through a pad of celite
4. customThe solvent of ethanol in filtrate was removed under reduced pressure
5. extractionthe water phase was extracted with ethyl acetate
6. customThe combined organic phase was dried
7. concentrationconcentrated