反应详情

温度

80 °C

2,4-Bis(2,2,2-trifluoroethoxy)-6-methyl-3-nitropyridine (45.00 g, 134.7 mmol) was dissolved in isopropanol (300 mL), and a solution of sodium dithionite (78.00 g, 448.0 mmol) in water (300 mL) was added thereto under stirring at 80° C. Fifteen minutes after starting of the reaction, a solution of sodium dithionite (16.50 g, 94.8 mmol) in water (51 mL) was added to the reaction mixture. Further, 25 minutes after starting of the reaction, a solution of sodium dithionite (11.10 g, 63.8 mmol) in water (51 mL) was added to the reaction mixture and then stirred for ten minutes. After completion of reaction, 4 mol/L aqueous sulfuric acid (201 mL) was added to the reaction mixture, followed by stirring for 30 minutes at 90° C. After the reaction mixture was allowed to cool, 28% aqueous ammonia (360 mL) was added thereto under cooling with ice, followed by stirring for 30 minutes. The reaction mixture was diluted with water and then extracted with chloroform. The organic layer was washed with saturated brine and then dried over sodium sulfate anhydrate, followed by concentration under reduced pressure. The thus-obtained crystals were recrystallized from hexane, to thereby yield 3-amino-2,4-bis(2,2,2-trifluoroethoxy)-6-methylpyridine (32.91 g, yield 80%) as pale yellow needles.

1. customFifteen minutes after starting of the reaction
2. customFurther, 25 minutes after starting of the reaction
3. stirringstirred for ten minutes
4. additionwas added to the reaction mixture
5. stirringby stirring for 30 minutes at 90° C
6. temperatureto cool
7. temperatureunder cooling with ice
8. stirringby stirring for 30 minutes
9. extractionextracted with chloroform
10. washThe organic layer was washed with saturated brine
11. dry with materialdried over sodium sulfate anhydrate
12. concentrationfollowed by concentration under reduced pressure
13. customThe thus-obtained crystals were recrystallized from hexane