반응 #157996

반응 방정식

phosphoryl bromide

2-Cyano-N-[2-ethyl-6-methyl-4-(1,1,1,2,3,3,4,4,4-nonafluorobutan-2-yl)phenyl]-quinoline-6-carboxamide-1-oxide

sodium hydrogen carbonate

→

4-bromo-2-cyano-N-[2-ethyl-6-methyl-4-(1,1,1,2,3,3,4,4,4-nonafluorobutan-2-yl)phenyl]quinoline-6-carboxamide

수율 43.0%

용매

acetonitrile

반응 조건

후처리

1. 1
   온도After cooling to room temperature
2. 2
   추출After extracting the mixture twice with ethyl acetate
3. 3
   세척washed with water
4. 4
   건조dried over anhydrous magnesium sulfate
5. 5
   여과The drying agent was filtered off
6. 6
   기타the solvent was removed by distillation under the reduced pressure
7. 7
   기타The resulting residues were purified by column chromatography

실험 절차

2-Cyano-N-[2-ethyl-6-methyl-4-(1,1,1,2,3,3,4,4,4-nonafluorobutan-2-yl)phenyl]-quinoline-6-carboxamide-1-oxide (96 mg) was dissolved in acetonitrile, added with phosphoryl bromide (250 mg), and stirred at 100° C. for 5 hours. After cooling to room temperature, the reaction solution was poured into ice water and neutralized with sodium hydrogen carbonate. After extracting the mixture twice with ethyl acetate, the organic phases were combined and washed with water, and dried over anhydrous magnesium sulfate. The drying agent was filtered off and the solvent was removed by distillation under the reduced pressure. The resulting residues were purified by column chromatography to obtain 4-bromo-2-cyano-N-[2-ethyl-6-methyl-4-(1,1,1,2,3,3,4,4,4-nonafluorobutan-2-yl)phenyl]quinoline-6-carboxamide (46 mg, 43%).

출처