반응 #60614

반응 방정식

dicyclohexylcarbodiimide

Naproxen

N-hydroxysuccinimide

→

Naproxen Succinimide

용매

dioxane

dioxane

dioxane

반응 조건

후처리

1. 1
   기타the insoluble dicyclohexylurea removed by filtration
2. 2
   기타The solvent was removed by rotary evaporation
3. 3
   workup.DISSOLUTIONthe residue dissolved in 30-40 mL CH2Cl2
4. 4
   workup.ADDITIONApproximately 10 mL hexane was added
5. 5
   workup.ADDITIONAdditional hexane was added dropwise until small planar white crystals
6. 6
   기타to form
7. 7
   workup.WAITthe solution was refrigerated overnight
8. 8
   세척washed with hexane
9. 9
   기타dried in vacuum (2.30 g, 70.0%)

실험 절차

To Naproxen (2.303 g, 10 mmol) in 5 mL of dioxane was added N-hydroxysuccinimide (1.16 g, 10 mmol) dissolved in 15 mL of dioxane and dicyclohexylcarbodiimide (2.27 g, 11 mmol) in 25 mL of dioxane. The reaction was stirred overnight and the insoluble dicyclohexylurea removed by filtration. The solvent was removed by rotary evaporation and the residue dissolved in 30-40 mL CH2Cl2. Approximately 10 mL hexane was added and the mixture was chilled to 4° C. for 2 hr. Additional hexane was added dropwise until small planar white crystals began to form and the solution was refrigerated overnight. The activated ester was harvested, washed with hexane and dried in vacuum (2.30 g, 70.0%)

출처