Reaction #710576

Reaction equation

p-methoxyphenyliodonium diacetate

tosylic acid monohydrate

p-iodoanisole

→

bis(p-methoxyphenyl)iodonium tosylate

Yield 82.4%

Solvents

acetonitrile

acetonitrile

Conditions

Workup

1. 1
   Otherto react at room temperature for 2 hours
2. 2
   OtherThe solvent was then removed
3. 3
   Otherthe remaining solid was recrystallized from diethylether/dichloromethane

Procedure

Under N2 protection, 352 mg (1 mmol) p-methoxyphenyliodonium diacetate was dissolved in 1.5 mL of dry acetonitrile. The solution was combined with a solution of 190 mg (1 mmol) tosylic acid monohydrate in 1.5 mL of dry acetonitrile. After addition of 0.11 mL (1 mmol) p-iodoanisole, the mixture was allowed to react at room temperature for 2 hours. The solvent was then removed and the remaining solid was recrystallized from diethylether/dichloromethane to give 422 mg bis(p-methoxyphenyl)iodonium tosylate (82%).

Source