반응 #353627

반응 방정식

potassium t-butoxide

chloromethyl phenyl sulfide

4-bromosaccharin

→

4-bromo-2-phenylthiomethylsaccharin

수율 84.0%

용매

toluene

ethyl acetate

반응 조건

후처리

1. 1
   온도under reflux under a nitrogen atmosphere for eight hours
2. 2
   workup.WAITat ambient temperature for about sixteen hours
3. 3
   온도The reaction mixture was then cooled
4. 4
   세척the organic layer washed with bicarbonate, water and brine
5. 5
   건조dried over magnesium sulfate
6. 6
   기타The residual solid was recrystallized from toluene-hexane

실험 절차

A mixture of 3.27 g (0.012 mol) of 4-bromosaccharin [Japanese Pat. Publcn. 58/79,034, published May 12, 1983; C. A. 100, 7773w (1984)], 1.63 g (0.015 mol) of potassium t-butoxide, 0.39 g (0.0012 mol) of tetrabutylammonium bromide and 3.0 ml (0.022 mol) of chloromethyl phenyl sulfide in 100 ml of toluene was heated under reflux under a nitrogen atmosphere for eight hours and then at ambient temperature for about sixteen hours. The reaction mixture was then cooled, diluted with ethyl acetate and the organic layer washed with bicarbonate, water and brine and then dried over magnesium sulfate and taken to dryness in vacuo. The residual solid was recrystallized from toluene-hexane to give 3.86 g (84%) of 4-bromo-2-phenylthiomethylsaccharin, mp 174.5°-178° C.

출처