反应详情

To a solution of 20.9 g (454.2 mmol) of methylhydrazine in 500 ml of ethanol was added dropwise under stirring 90.0 g (454.2 mmol) of ethyl 4,4,4-trifluoro-2-methyl-3-oxobutanoate under ice-cooling so that the temperature did not exceed 10° C. After the completion of the dropwise addition, the whole was stirred at room temperature for 30 minutes. Then, 10 ml of concentrated hydrochloric acid was added into the reaction solution, followed by 2 days of stirring under refluxing. After the completion of the reaction was confirmed, the solvent was removed by evaporation under reduced pressure. Water was added to the residue, followed by extraction with ethyl acetate. The resulting organic layer was washed with water and saline, successively, and then dried over anhydrous magnesium sulfate. The solvent was removed by evaporation under reduced pressure and the residue was washed with n-hexane to obtain 61.0 g (yield: 74.6%) of 1,4-dimethyl-5-hydroxy-3-trifluoromethyl-1H-pyrazole as white crystals (melting point: 148 to 151° C.).

1. temperaturecooling so that the temperature
2. customdid not exceed 10° C
3. additionAfter the completion of the dropwise addition
4. waitfollowed by 2 days
5. stirringof stirring
6. temperatureunder refluxing
7. customthe solvent was removed by evaporation under reduced pressure
8. additionWater was added to the residue
9. extractionfollowed by extraction with ethyl acetate
10. washThe resulting organic layer was washed with water and saline
11. dry with materialsuccessively, and then dried over anhydrous magnesium sulfate
12. customThe solvent was removed by evaporation under reduced pressure
13. washthe residue was washed with n-hexane