반응 #52197

반응 방정식

4-Nitrobenzenesulphonamide

1,3,5-trioxane

methanesulphonic acid

→

title compound

수율 35.0%

1-(3,5-Dioxapiperidin-1-yl)sulphonyl-4-nitrobenzene

수율 35.0%

용매

acetic acid

water

반응 조건

후처리

1. 1
   온도The mixture was cooled for 5 minutes
2. 2
   workup.ADDITIONwas added slowly
3. 3
   온도cooled to 0° C.
4. 4
   추출extracted with ethyl acetate
5. 5
   세척The combined extracts were washed twice with water and twice with 5% aqueous sodium hydrogen carbonate solution
6. 6
   기타dried
7. 7
   기타the volatiles removed by evaporation
8. 8
   기타The residue was recrystallized from ethanol

실험 절차

4-Nitrobenzenesulphonamide (2.02 g, 10 mmol) was added to a solution of 1,3,5-trioxane (1.96 g, 20 mmol) in acetic acid (5 ml). The mixture was cooled for 5 minutes ated methanesulphonic acid (10 ml) was added slowly. The mixture was then stirred at 35° C. for 20 minutes, cooled to 0° C., diluted with water and extracted with ethyl acetate. The combined extracts were washed twice with water and twice with 5% aqueous sodium hydrogen carbonate solution, then dried and the volatiles removed by evaporation. The residue was recrystallized from ethanol to give the title compound (955 mg, 35%). NMR: 4.87 (s, 2H), 5.30 (s, 4H), 8.20 (d, 2H), 8.42 (d, 2H).

출처