反应详情

温度

60 °C

A 12-L, 4-necked flask equipped with a reflux condenser, nitrogen inlet, thermocouple, addition funnel, and mechanical stirrer was charged with 400 g 2-Acetamido-5-nitrophenol. The flask was charged with 790 g potassium carbonate and 2.0 L of dimethylformamide (DMF). The mixture was stirred and warmed to 60±2.50° C. 294 g of ethyl bromide or ethyl iodide was added over 10 minutes to one hour while maintaining a 60° C. internal temperature. The reaction mixture was stirred for at least one hour or until the mixture turned yellow and the concentration of 2-Acetamido-5-nitrophenol was less than 1%, if needed additional ethyl bromide or ethyl iodide was added to reduce the concentration of 2-Acetamido-5-nitrophenol present. The mixture was cooled to 20±5° C. 4 L of water was added and while maintaining a 25±5° C. internal temperature. The suspension was stirred for a minimum of 30 minutes and collected by vacuum filtration. The product was washed and the pH monitored for a pH of <8. If the pH was >8, the product was washed with 1.0 L portions of warm water until the pH was <8. The resultant product was washed with heptane and vacuum dried. Yield 98%, strength 98.6%, mp 164-165° C.

1. additionthermocouple, addition funnel, and mechanical stirrer
2. temperaturewhile maintaining a 60° C. internal temperature
3. stirringThe reaction mixture was stirred for at least one hour or until the mixture
4. additionwas added
5. temperatureThe mixture was cooled to 20±5° C
6. temperaturewhile maintaining a 25±5° C. internal temperature
7. stirringThe suspension was stirred for a minimum of 30 minutes
8. filtrationcollected by vacuum filtration
9. washThe product was washed
10. washIf the pH was >8, the product was washed with 1.0 L portions of warm water until the pH was <8
11. washThe resultant product was washed with heptane and vacuum
12. customdried