반응 #3012

반응 방정식

triphenylsulfonium bromide

p-toluenesulfonic acid

→

salt

수율 73.1%

Triphenylsulfonium Tosylate

수율 73.1%

용매

water

반응 조건

후처리

1. 1
   온도a gentle reflux for 15 hours under nitrogen
2. 2
   추출the clear solution was extracted with dichloromethane (4×75 ml)
3. 3
   세척The combined organic extracts were washed with water until neutral (4×75 ml)
4. 4
   건조dried (MgSO4 )
5. 5
   기타The solvent was removed under reduced pressure
6. 6
   기타the residue dried
7. 7
   온도by heating at 80° C. in vacuo for 36 hours

실험 절차

A solution of triphenylsulfonium bromide (6.87 g, 20.0 mmol) and p-toluenesulfonic acid (3.80 g, 20.0 mmol) in water (100 ml) was heated at a gentle reflux for 15 hours under nitrogen. After cooling to room temperature, the clear solution was extracted with dichloromethane (4×75 ml). The combined organic extracts were washed with water until neutral (4×75 ml) and dried (MgSO4 ). The solvent was removed under reduced pressure and the residue dried by heating at 80° C. in vacuo for 36 hours to give a crude onium salt as a off-white solid (6.35 g). Recrystallization from acetone-ethyl acetate gave triphenylsulfonium rosylate as a white crystalline solid (5.72 g, 66%).

출처