반응 #1904030

반응 방정식

Pyridine

tris(2hydroxyethyl)methane

hydrochloric acid

methanesulphonyl chloride

→

tris[2-(methylsulphonyloxy)ethyl]methane

용매

dichloromethane

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   기타did not rise above 15° C
2. 2
   workup.ADDITIONwas then added drop-wise at such a rate that the temperature
3. 3
   기타did not rise above 15° C.
4. 4
   기타exothermic reaction
5. 5
   workup.WAITThe reaction was left
6. 6
   기타the layers separated
7. 7
   추출The aqueous layer was extracted with further dichloromethane (50 ml)
8. 8
   건조dried over sodium sulphate
9. 9
   여과filtered
10. 10
    농축concentrated in vacuo

실험 절차

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.

출처