تفاعل #1755494

معادلة التفاعل

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

المردود 46.6%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   استخلاصthe resulting mixture was extracted with ethyl acetate
2. 2
   غسيلThe organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution and brine
3. 3
   تجفيفdried over anhydrous magnesium sulfate
4. 4
   أخرىThe solvent was removed under reduced pressure
5. 5
   أخرىthe residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate 1/1)

الإجراء التجريبي

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).

المصدر