Reaktion #1259213

Reaktionsgleichung

acetic anhydride

potassium hexafluorophosphate

iodobenzene diacetate

sulfuric acid

coumarin

→

crystal

Ausbeute 10.0%

7-(phenyliodonio)coumarin hexafluorophosphate

Ausbeute 10.0%

Lösungsmittel

—

ice water

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   SonstigeAfter completion of the reaction
3. 3
   workup.DISSOLUTIONto dissolve insoluble substance
4. 4
   workup.STIRRINGby stirring at room temperature for 2 hours
5. 5
   Waschenwas washed with 100 ml of water twice
6. 6
   EinengenThe obtained dichloromethane layer was semi concentrated under reduced pressure
7. 7
   Filtrationthe precipitated crystal was filtered off
8. 8
   Sonstigeby drying under vacuum at 50° C. for 2 hours

Vorschrift

To 80 ml of acetic anhydride was suspended 7.3 g (0.05 mol) of coumarin and 16.1 g (0.05 mol) of iodobenzene diacetate, and 10 g (0.1 mol) of concentrated sulfuric acid was added dropwise thereto at 0 to 7° C. for 1 hour, followed by gradually warming to room temperature and reacting with stirring for 8 hours. After completion of the reaction, the reaction solution was poured in 200 ml of ice water, and 150 ml of dichloromethane was added thereto to dissolve insoluble substance. Then 18.4 g (0.1 mol) of potassium hexafluorophosphate was added to the obtained solution, followed by stirring at room temperature for 2 hours. The dichloromethane layer obtained by fractionation was washed with 100 ml of water twice. The obtained dichloromethane layer was semi concentrated under reduced pressure and the precipitated crystal was filtered off, followed by drying under vacuum at 50° C. for 2 hours to obtain 2.4 g of objective substance as pale yellow crystal (yield: 10%).

Quelle