反应 #1904030

反应方程式

Pyridine

tris(2hydroxyethyl)methane

hydrochloric acid

methanesulphonyl chloride

→

tris[2-(methylsulphonyloxy)ethyl]methane

溶剂

dichloromethane

dichloromethane

dichloromethane

反应条件

后处理

1. 1
   其他did not rise above 15° C
2. 2
   workup.ADDITIONwas then added drop-wise at such a rate that the temperature
3. 3
   其他did not rise above 15° C.
4. 4
   其他exothermic reaction
5. 5
   workup.WAITThe reaction was left
6. 6
   其他the layers separated
7. 7
   萃取The aqueous layer was extracted with further dichloromethane (50 ml)
8. 8
   干燥dried over sodium sulphate
9. 9
   过滤filtered
10. 10
    浓缩concentrated in vacuo

实验过程

To an stirred ice-cooled solution of tris(2hydroxyethyl)methane (10 g, 0.0676 mol) in dichloromethane (50 ml) was slowly dripped a solution of methanesulphonyl chloride (40 g, 0.349 mol) in dichloromethane (50 ml) under nitrogen at such a rate that the temperature did not rise above 15° C. Pyridine (21.4 g, 0.27 mol, 4 eq) dissolved in dichloromethane (50 ml) was then added drop-wise at such a rate that the temperature did not rise above 15° C., exothermic reaction. The reaction was left to stir at room temperature for 24 h and then treated with 5 N hydrochloric acid solution (80 ml) and the layers separated. The aqueous layer was extracted with further dichloromethane (50 ml) and the organic extracts combined, dried over sodium sulphate, filtered and concentrated in vacuo to give tris[2-(methylsulphonyloxy)ethyl]methane contaminated with excess methanesulphonyl chloride. The theoretical yield was 25.8 g.

来源