反应详情

3.9 g of crude tetramethylammonium phenylsulfate prepared according to the method of Example 1.2 are dissolved in 10 ml of water. To the solution 6.8 g of the crude di(4-tert-amylphenyl)iodonium hydrogensulfate, dissolved in 5 ml of methanol, are added. The mixture is stirred for 3 hours at room temperature. 10 ml of methylene chloride are added to the solution and stirred for additonal 2 hours at room temperature. The product is extracted with methylene chloride and the organic layer is washed with water, dried over MgSO4, and concentrated. 200 ml of tert-butyl methyl ether are added to the residue, affording a white solid. After the suspension is stirred at 60° C. for 15 min, the precipitate is filtered off and washed with tert-butyl methyl ether, yielding 4.37 g of di(4-tert-amylphenyl)iodonium phenylsulfate as a white solid, mp. 122-125° C. The structure is confirmed by the 1H-NMR spectrum (CDCl3). δ [ppm]: 0.64 (t, 6H), 1.23 (s, 12H), 1.61 (q, 4H), 7.07 (t, 1H), 7.21-7.29 (m, 4H), 7.34 (d, 4H), 7.82 (d, 4H).

1. additionare added
2. stirringstirred for additonal 2 hours at room temperature
3. extractionThe product is extracted with methylene chloride
4. washthe organic layer is washed with water
5. dry with materialdried over MgSO4
6. concentrationconcentrated
7. addition200 ml of tert-butyl methyl ether are added to the residue
8. customaffording a white solid
9. stirringAfter the suspension is stirred at 60° C. for 15 min
10. filtrationthe precipitate is filtered off
11. washwashed with tert-butyl methyl ether