反应详情

0.5 g of 1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}-3-hydroxypyrazole was dissolved in 20 mL of dichloromethane, and 0.44 g of 4-trifluoromethylbenzeneboronic acid, 0.47 g of triethylamine, 0.37 g of pyridine, 0.43 g of copper(II) acetate and 0.5 g of powdery molecular sieves 4 A were added, followed by stirring at room temperature for 12 hours. To this solution, ethyl acetate was added, followed by washing with a saturated aqueous solution of citric acid, and then the organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, the obtained residue was dissolved in 10 mL of chloroform, and under cooling with ice, 80 mg of m-chloroperbenzoic acid (purity: 75%) was added. After stirring for one hour under cooling with ice, the solution was washed with an aqueous sodium thiosulfate solution and then washed with an aqueous sodium hydrogen carbonate solution, and then dried over anhydrous magnesium sulfate. Then, the solvent was distilled off under reduced pressure, the obtained residue was purified by silica gel column chromatography (developing solvent ethyl acetate:hexane=1:2) to obtain 0.15 g of 1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylsulfinyl)phenyl}-3-{4-(trifluoromethyl)phenoxy}pyrazole.

1. washby washing with a saturated aqueous solution of citric acid
2. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
3. distillationthe solvent was distilled off under reduced pressure
4. dissolutionthe obtained residue was dissolved in 10 mL of chloroform
5. temperatureunder cooling with ice, 80 mg of m-chloroperbenzoic acid (purity: 75%)
6. additionwas added
7. stirringAfter stirring for one hour
8. temperatureunder cooling with ice
9. washthe solution was washed with an aqueous sodium thiosulfate solution
10. washwashed with an aqueous sodium hydrogen carbonate solution
11. dry with materialdried over anhydrous magnesium sulfate
12. distillationThen, the solvent was distilled off under reduced pressure
13. customthe obtained residue was purified by silica gel column chromatography (developing solvent ethyl acetate:hexane=1:2)