反应详情

To 25 g (0.0896 mole) silver tosylate in 100 mL acetonitrile is slowly added 13.2 g (0.07 mole) 4-bromo-1,1,2-trifluoro-1-butene with stirring, at room temperature. The reaction mixture, protected from the light, is then heated and stirred overnight at reflux. After cooling, the precipitate is filtered off, and the solvent removed from the filtrate under vacuum. Ethyl acetate, 100 mL, is added to the residue of the filtrate and then washed three times with water and dried over magnesium sulfate. To this ethyl acetate solution of 3,4,4-trifluoro-3-butene tosylate is added 25 mL DMF and 16.7 g (0.09 mole) potassium phthalimide. This reaction mixture is stirred at reflux for 24 hrs. After cooling, the precipitate is filtered off and washed with ethyl acetate, which is combined with the filtrate, washed once with water, once with 5% NaOH solution, and then three times with water, and lastly, dried over magnesium sulfate. The solvent is removed under vacuum to yield 14.45 g N-(3,4,4-trifluoro 3-butenyl)phthalimide as a tan solid.

1. temperatureis then heated
2. stirringstirred overnight
3. temperatureat reflux
4. temperatureAfter cooling
5. filtrationthe precipitate is filtered off
6. customthe solvent removed from the filtrate under vacuum
7. additionEthyl acetate, 100 mL, is added to the residue of the filtrate
8. washwashed three times with water
9. dry with materialdried over magnesium sulfate
10. stirringThis reaction mixture is stirred
11. temperatureat reflux for 24 hrs
12. temperatureAfter cooling
13. filtrationthe precipitate is filtered off
14. washwashed with ethyl acetate, which
15. washwashed once with water, once with 5% NaOH solution
16. dry with materialthree times with water, and lastly, dried over magnesium sulfate
17. customThe solvent is removed under vacuum