反应详情

33.6 g (219.1 mmoles) of phosphorus oxychloride was added to 7.7 g (105.2 mmoles) of N,N-dimethylformamide with ice-cooling. Thereto was added, at room temperature, 20 g (87.7 mmoles) of 1-phenyl-3-trifluoromethyl-1H-pyrazol-5-ol. The resulting mixture was refluxed for: 1 hour with heating, to give rise to a reaction. After the completion of the reaction, the reaction mixture was poured into water with ice-cooling, followed by extraction with chloroform. The resulting organic layer was washed with an aqueous sodium hydrogencarbonate solution and an aqueous sodium chloride solution in this order and then dried over anhydrous magnesium sulfate. The resulting solution was subjected to vacuum distillation to remove the solvent contained therein. The residue was purified by silica gel column chromatography (developing solvent: hexane-ethyl acetate mixed solvent) to obtain 19.1 g (yield: 79.1%) of 5-chloro-1-phenyl-3-trifluoromethyl-1H-pyrazole-4-carboaldehyde as white crystals.

1. temperaturecooling
2. additionThereto was added, at room temperature
3. temperatureThe resulting mixture was refluxed for: 1 hour
4. temperaturewith heating
5. customto give rise
6. customto a reaction
7. customAfter the completion of the reaction
8. temperaturecooling
9. extractionfollowed by extraction with chloroform
10. washThe resulting organic layer was washed with an aqueous sodium hydrogencarbonate solution
11. dry with materialan aqueous sodium chloride solution in this order and then dried over anhydrous magnesium sulfate
12. distillationThe resulting solution was subjected to vacuum distillation
13. customto remove the solvent
14. customThe residue was purified by silica gel column chromatography (developing solvent: hexane-ethyl acetate mixed solvent)