Reaktion #1259210

Reaktionsgleichung

diphenylsulfoxide

coumarin

trifluoromethanesulfonic anhydride

→

diphenyl(coumarin-7-yl)sulfonium trifluoromethanesulfonate

Ausbeute 67.0%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   Sonstigeat −70 to −60° C.
3. 3
   SonstigeAfter completion of the reaction
4. 4
   Sonstigethe obtained reaction solution
5. 5
   Waschenwas washed with water (160 ml×5 times)
6. 6
   Einengenconcentrated under reduced pressure
7. 7
   Sonstigeby purifying the resulting crude product by a column chromatography
8. 8
   Sonstigeto obtain 32.1 g of objective substance as pale yellow glassy substance (yield: 67%)

Vorschrift

To 160 ml of dichloromethane were dissolved 20.2 g (0.1 mol) of diphenylsulfoxide and 17.5 g (0.12 mol) of coumarin, and 28.2 g (0.1 mol) of trifluoromethanesulfonic anhydride was added dropwise thereto at −70 to −60° C., followed by gradually warming to room temperature and reacting with stirring for 2 hours. After completion of the reaction, the obtained reaction solution was washed with water (160 ml×5 times) and concentrated under reduced pressure, followed by purifying the resulting crude product by a column chromatography to obtain 32.1 g of objective substance as pale yellow glassy substance (yield: 67%).

Quelle