Reaction #710575

Reaction equation

p-methoxyphenyliodonium diacetate

trifluoroacetic acid

anisole

→

bis(p-methoxyphenyl)iodonium trifluoroacetate

Yield 84.2%

Solvents

dichloromethane

Conditions

Workup

1. 1
   Otherwas slowly brought back to room temperature
2. 2
   Temperatureagain, cooled to −30° C.
3. 3
   Temperaturethe mixture was warmed back up to room temperature
4. 4
   workup.STIRRINGstirred for 1 hour
5. 5
   OtherThe solvent was evaporated
6. 6
   Otherthe residual solid was recrystallized from diethylether/dichloromethane

Procedure

Under N2 protection, 1.41 g (4 mmol) p-methoxyphenyliodonium diacetate was dissolved in 30 mL of dry dichloromethane and the solution was cooled to −30° C. 0.61 mL (8 mmol) of trifluoroacetic acid was added and the solution was slowly brought back to room temperature and stirred for 30 minutes. The solution was, again, cooled to −30° C. and 0.44 mL (4 mmol) anisole was added slowly and the mixture was warmed back up to room temperature and stirred for 1 hour. The solvent was evaporated and the residual solid was recrystallized from diethylether/dichloromethane to give 1.53 g bis(p-methoxyphenyl)iodonium trifluoroacetate (71%).

Source