反应详情

温度

25 °C

A 400 liter stirred vessel was initially charged with 22.6 kg (172 mol) of methylhydrazine solution (35% by weight of methylhydrazine in water) and 132 kg of ethanol, and cooled to (−55)° C. Within 2.33 hours, at internal temperature from (−50) to (−60)° C., 40.4 kg (172.5 mol) of ethyl 2-ethoxymethylene-4,4-difluoro-3-oxobutyrate (94.8%) were metered in from a reservoir vessel. The reservoir vessel was rinsed out with 9.1 kg of ethanol. The suspension was stirred at (−55)° C. for a further one hour and then the vessel contents were heated to 25° C. within 4 hours. 102.3 kg (255.75 mol) of 10% sodium hydroxide solution were metered in within 45 minutes, the feed line was rinsed out with 10 liters of demineralized water and the reaction mixture was stirred at 60° C. for 3 hours. After cooling to 25° C., the pressure was reduced stepwise down to 50 mbar. In the course of slow heating to internal temperature 42° C., a total of 180 liters of ethanol/water were distilled off. 300 liters of water were fed and the reaction mixture was cooled to 10° C. At this temperature, 47.8 kg (419 mol) of hydrochloric acid (32%) were metered in within one hour. After the feed line had been rinsed with 10 liters of water, the resulting suspension was stirred at 25° C. for 12 hours. The solids were then filtered off in portions through a pressure filter and the filtercake was washed with 30 liters of demineralized water (with stirring). The solids were substantially freed of liquid by injecting 2.5 bar of nitrogen and, after discharge, dried in a drying cabinet (35-40° C., 25 mbar). After drying, 25.1 kg of 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid were obtained in a purity of 99.6% (GC area %). The yield, based on the molar amount of methylhydrazine used, was 82.6%.

1. temperaturecooled to (−55)° C
2. washThe reservoir vessel was rinsed out with 9.1 kg of ethanol
3. stirringThe suspension was stirred at (−55)° C
4. waitfor a further one hour
5. customwere metered in within 45 minutes
6. washthe feed line was rinsed out with 10 liters of demineralized water
7. stirringthe reaction mixture was stirred at 60° C. for 3 hours
8. temperatureAfter cooling to 25° C.
9. temperatureIn the course of slow heating to internal temperature 42° C.
10. distillationa total of 180 liters of ethanol/water were distilled off
11. temperaturethe reaction mixture was cooled to 10° C
12. customwere metered in within one hour
13. washAfter the feed line had been rinsed with 10 liters of water
14. stirringthe resulting suspension was stirred at 25° C. for 12 hours
15. filtrationThe solids were then filtered off in portions through a pressure
16. filtrationfilter
17. washthe filtercake was washed with 30 liters of demineralized water (with stirring)
18. customafter discharge, dried in a drying cabinet (35-40° C., 25 mbar)
19. customAfter drying