Reaction #1973312

Reaction equation

dibenzylsulfonium tetrafluoroborate

sodium hexafluoroantimonate

→

dibenzylphenylsulfonium hexafluoroantimonate

Yield 191.3%

Solvents

methylene chloride

Conditions

Workup

1. 1
   workup.DISSOLUTIONis dissolved in a 2 liter round-bottomed flask at RT under N2
2. 2
   Otherto give a clear solution
3. 3
   FiltrationThe suspension is now filtered over silica gel
4. 4
   Otherthe solvent is removed from the filtrate
5. 5
   Othera rotary evaporator
6. 6
   workup.DISSOLUTIONThe slightly reddish viscous residue is dissolved again in 250 ml of methanol
7. 7
   workup.ADDITIONafter addition of 250 ml of water the product
8. 8
   Otherto crystallize at RT for 1-2 h
9. 9
   FiltrationThe suspension is filtered
10. 10
    Washthe residue is washed with water
11. 11
    OtherThe product is then dried under a high vacuum at RT overnight

Procedure

A mixture of 123.0 g (0.325 mol) of dibenzylsulfonium tetrafluoroborate in 400 ml of methylene chloride is dissolved in a 2 liter round-bottomed flask at RT under N2 to give a clear solution. 117.8 g of sodium hexafluoroantimonate are then added and the mixture is stirred at RT for 31/2 h. The suspension is now filtered over silica gel and the solvent is removed from the filtrate using a rotary evaporator. The slightly reddish viscous residue is dissolved again in 250 ml of methanol, and after addition of 250 ml of water the product is allowed to crystallize at RT for 1-2 h. The suspension is filtered and the residue is washed with water. The product is then dried under a high vacuum at RT overnight. 163.9 g (95% of theory) of dibenzylphenylsulfonium hexafluoroantimonate are obtained as white crystals of melting point 105°-109° C.

Source