반응 #2254163

반응 방정식

2,2,2-trifluoroethyl trifluoromethanesulfonate

3-amino-2,3-bis(hydroxyimino)propionitrile

2,2,2-trifluoroethyl trifluoromethanesulfonate

sodium hydride

potassium carbonate

→

title compound

수율 132.6%

3-amino-2,3-bis(2,2,2-trifluoroethoxyimino)propionitrile

수율 132.6%

용매

water

N,N-dimethylformamide

반응 조건

후처리

1. 1
   온도The mixture was cooled to 0° C
2. 2
   workup.STIRRINGStirring
3. 3
   workup.WAITwas conducted at room temperature for 2 hours
4. 4
   추출Extraction with ethyl acetate
5. 5
   기타The organic layer obtained
6. 6
   세척was washed with a saturated aqueous sodium chloride solution
7. 7
   건조dried over anhydrous magnesium sulfonate
8. 8
   여과filtered
9. 9
   기타to remove inorganic matter
10. 10
    workup.DISTILLATIONThe solvent was distilled off under reduced pressure
11. 11
    기타The resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:2)

실험 절차

1.81 g (7.81 mM) of 2,2,2-trifluoroethyl trifluoromethanesulfonate was added to an N,N-dimethylformamide solution (20 ml) of 1.00 g (7.81 mM) of 3-amino-2,3-bis(hydroxyimino)propionitrile. The mixture was cooled to 0° C. Thereto was added 1.08 g (7.81 M) of potassium carbonate. Stirring was conducted at room temperature for 3 hours. The mixture was cooled to 0° C. Thereto were added 1.81 g (7.81 mM) of 2,2,2-trifluoroethyl trifluoromethanesulfonate and 0.34 g (7.8 mM) of 55% sodium hydride. Stirring was conducted at room temperature for 2 hours. The reaction mixture was poured into water. Extraction with ethyl acetate was conducted. The organic layer obtained was washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfonate, and filtered to remove inorganic matter. The solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:2) to obtain 1.51 g (yield: 66%) of the title compound.

출처