反应详情

温度

-10 °C

5.96 g (18 mmol) of 3-[N-(2,4,6-trifluorophenyl)sulfamoyl]-benzoic acid is dissolved in 50 ml of dry dimethylformamide under argon atmosphere, 2.76 g (18 mmol) of hydroxybenzotriazole and 2.9 (18 mmol) of 2-hydroxy-2-(2,2-dimethyl-1,3-dioxolan-4-yl)-ethylamine are added and the solution is cooled to -10° C. At this temperature, 3.71 g (18 mmol) of dicyclohexylcarbodiimide is added to the solution. Then it is stirred for 1 hour at -10° C. and 6 hours at room temperature. The turbid reaction solution is filtered and the filtrate is concentrated by evaporation in a vacuum. The residue is dissolved in 100 ml of ethyl acetate, the solution is shaken out five times with saturated sodium bicarbonate solution and twice with water, the organic phase is dried on sodium sulfate, filtered and concentrated by evaporation. The residue is chromatographed on silica gel 60 (Merck) with ethyl acetate/hexane. 4.91 g (10.35 mmol)=57.5% of the theoretical yield is obtained as an amorphous solid.

1. customThe turbid reaction solution
2. filtrationis filtered
3. concentrationthe filtrate is concentrated by evaporation in a vacuum
4. dissolutionThe residue is dissolved in 100 ml of ethyl acetate
5. stirringthe solution is shaken out five times with saturated sodium bicarbonate solution
6. dry with materialtwice with water, the organic phase is dried on sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated by evaporation
9. customThe residue is chromatographed on silica gel 60 (Merck) with ethyl acetate/hexane
10. custom4.91 g (10.35 mmol)=57.5% of the theoretical yield
11. customis obtained as an amorphous solid