Reaction #2069934

Reaction equation

diisopropyl ether

trifluoroacetic anhydride

nonafluorobutanesulfonic acid

thianthrene-S-oxide

→

5-(p-tolyl)thianthrenium nonafluorobutanesulfonate

Solvents

toluene

Conditions

Workup

1. 1
   Temperatureice-cooled
2. 2
   Otherafter removing the supernatant
3. 3
   Otherthe residue was purified through a silica gel column (chloroform/methanol=19/1)

Procedure

Subsequently, 2 g of thianthrene-S-oxide was dissolved in 10 ml of toluene and ice-cooled, and 2.8 ml of trifluoroacetic anhydride and 1.2 ml of nonafluorobutanesulfonic acid were added thereto, followed by stirring for 1 hour. Subsequently, diisopropyl ether was added thereto and after removing the supernatant, the residue was purified through a silica gel column (chloroform/methanol=19/1) to obtain 4.4 g of 5-(p-tolyl)thianthrenium nonafluorobutanesulfonate. 1H-NMR (400 MHz, CDCl3): δ 2.34 (s, 3H), 7.08 (d, 2H), 7.22 (d, 2H), 7.78 (m, 6H), 8.65 (d, 2H).

Source