反应详情

温度

-1 °C

4-(4-Cyclopentyl-3-(trifluoromethyl)benzyloxy)aniline hydrochloride (30 g, 81 mmol) was suspended in water (285 mL), and concentrated HCl (18 mL) was added. The suspension was stirred efficiently and cooled in ice/IPA bath to −0° C. Sodium nitrite (5.57 g, 81 mmol) in water (12 mL) was added. After addition, the reaction was stirred at 2° C. for 40 minutes. Some solids on the side were washed with ACN (10 mL). The mixture was cooled to −1° C. and tin (II)chloride (45.9 g, 242 mmol) dissolved in concentrated HCl (30 mL) was added slowly. A thick precipitate was formed and stirring was continued for 30 minutes. The mixture was warmed to room temperature and stirred for 3 h. The mixture was filtered, washed with HCl (0.1 M) and the solid was dried under vacuum to give the title compound (40.6 g).

1. additionAfter addition
2. stirringthe reaction was stirred at 2° C. for 40 minutes
3. washSome solids on the side were washed with ACN (10 mL)
4. additionwas added slowly
5. customA thick precipitate was formed
6. stirringstirring
7. temperatureThe mixture was warmed to room temperature
8. stirringstirred for 3 h
9. filtrationThe mixture was filtered
10. washwashed with HCl (0.1 M)
11. customthe solid was dried under vacuum