反应 #1914830

反应方程式

Water

1,2-dihydro-4-[(4-methylthiophenyl)methyl]-5-trifluoromethyl-3H-pyrazol-3-one

acetobromo-α-D-glucose

potassium carbonate

→

4-[(4-methylthiophenyl)methyl]-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-5-trifluoromethyl-1H-pyrazole

收率 46.6%

溶剂

acetonitrile

反应条件

后处理

1. 1
   萃取the resulting mixture was extracted with ethyl acetate
2. 2
   洗涤The organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution and brine
3. 3
   干燥dried over anhydrous magnesium sulfate
4. 4
   其他The solvent was removed under reduced pressure
5. 5
   其他the residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=1/1)

实验过程

To a solution of 1,2-dihydro-4-[(4-methylthiophenyl)methyl]-5-trifluoromethyl-3H-pyrazol-3-one (2.0 g) in acetonitrile (100 mL) were added acetobromo-α-D-glucose (3.1 g) and potassium carbonate (1.1 g), and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution and brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=1/1) to give 4-[(4-methylthiophenyl)methyl]-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-5-trifluoromethyl-1H-pyrazole (2.0 g).

来源