反应详情

A solution of 17.8 g (0.052 mol) of bis(4-tert-butoxyphenyl) sulfoxide in 52 g of THF was cooled on an ice bath. To the solution, 5.3 g (0.052 mol) of triethylamine was added and 14.1 g (0.13 mol) of trimethylsilyl chloride was dropwised at 0° to 10° C. Stirring was continued at 0° to 10° C. for 30 minutes. To this solution, a Grignard reagent which was conventionally prepared from 24.0 g (0.13 mol) of 4-tert-butoxychlorobenzene, 3.2 g (0.13 mol) of magnesium, and 40 g of THF was dropwised at 0° to 10° C. Stirring was continued at 0° to 10° C. for 30 minutes. 300 g of 20% ammonium chloride aqueous solution was added to the reaction mixture. To the organic layer was added 500 g of chloroform. The organic layer was washed twice with 200 g of water and the solvent was evaporated and residue was purified by column chromatography (silica gel, eluent: chloroform/methanol), isolating 9.3 g (yield 35%) of tris(4-tert-butoxyphenyl)sulfonium chloride with 99% purity.

1. customwas dropwised at 0° to 10° C
2. customwas dropwised at 0° to 10° C
3. stirringStirring
4. waitwas continued at 0° to 10° C. for 30 minutes
5. washThe organic layer was washed twice with 200 g of water
6. customthe solvent was evaporated
7. customresidue was purified by column chromatography (silica gel, eluent: chloroform/methanol)