反应详情

A Grignard reagent was conventionally prepared using 60.7 g (2.5 mol) of magnesium, 461 g (2.5 mol) of 4-tert-butoxyphenyl chloride, and 700 g of THF. The Grignard reagent solution was cooled in an ice water bath whereupon 59.5 g (0.5 mol) of thionyl chloride diluted with 100 g of THF was added dropwise at less 30° C. Reaction mixture was ripened for about 30 minutes. Thereafter, 277.8 g (1.25 mol) of trimethylsilyltrifluoromethane sulfonate was added dropwise at less 20° C. Reaction mixture was further ripened for 1 hour and thereafter, the reaction solution was allowed to stand overnight at room temperature. After the reaction solution was again cooled in an ice water bath, 1,800 g of 16.7% ammonium chloride aqueous solution (NH4Cl 300 g+H2O 1,500 g) was added thereto at a temperature not in excess of 30° C. After separation, 1,000 g of chloroform was added to the organic layer, which was washed three times using 1,000 g of water. Thereafter, the solvent was distilled off under reduced pressure by means of a rotary evaporator and the resulting oily residue was recrystallized, isolating tris(4-tert-butoxyphenyl)sulfonium trifluoromethanesulfonate of 99% purity in an amount of 141 g (yield 45%).

1. additionwas added dropwise at less 30° C
2. customReaction mixture
3. customReaction mixture
4. waitwas further ripened for 1 hour
5. waitto stand overnight at room temperature
6. temperatureAfter the reaction solution was again cooled in an ice water bath
7. customexcess of 30° C
8. customAfter separation, 1,000 g of chloroform
9. additionwas added to the organic layer, which
10. washwas washed three times
11. distillationThereafter, the solvent was distilled off under reduced pressure by means of a rotary evaporator
12. customthe resulting oily residue was recrystallized