Réaction #49463

Équation de réaction

4-Hydroxy-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone

triethylamine

trifluoromethanesulfonyl chloride

→

4-trifluoromethanesulfonyloxy-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone

Rendement 93.0%

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   Températurecooling
2. 2
   FiltrationThe reaction mixture was filtered
3. 3
   workup.ADDITIONthe filtrate was added with water
4. 4
   Extractionextracted with ethyl acetate
5. 5
   LavageThe organic layer was washed with saturated brine
6. 6
   Séchagedried over anhydrous sodium sulfate
7. 7
   AutreThe solvent was evaporated under reduced pressure

Mode opératoire

4-Hydroxy-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone (80.0 mg, 0.173 mmol) was suspended in dichloromethane (4.8 mL), and the suspension was added with triethylamine (0.072 mL, 0.52 mmol) and trifluoromethanesulfonyl chloride (0.022 mL, 0.21 mmol) under ice-cooling, followed by stirring for 0.8 hour. The reaction mixture was filtered and the filtrate was added with water and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to obtain 4-trifluoromethanesulfonyloxy-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone (95.4 mg, yield 93%).

Source