反应详情

温度

85 °C

A 500 mL, round-bottomed flask under a positive pressure of nitrogen was equipped with a magnetic stirrer and charged with absolute ethanol (150 mL) followed by N,N-diethyl-2-[4-(2-fluoro-4-nitro-phenyl)piperazin-1-yl]-2-phenyl-acetamide (5.6 g, 13.5 mmol). To this stirred solution was added in one portion, SnCl2.2H2O (9.1 g, 40.3 mmol) and the reaction mixture was placed in a pre-heated oil bath maintained at ˜85° C. for 8 h. The reaction mixture was cooled to ambient temperature and then concentrated on the rotary evaporator to yield a viscous orange-brown oil. To this oil was added saturated aqueous sodium carbonate solution (100 mL) and EtOAc (150 mL). The resulting biphasic suspension was stirred at ambient temperature for 0.5 h, then filtered through a pad of Celite®. The Celite® pad was washed with EtOAc (2×50 mL). The filtrates were combined and phases were separated. The aqueous layer was extracted with EtOAc (1×50 mL). The organic layers were pooled, and dried over anhydrous sodium sulfate, filtered and concentrated to yield the title compound as a reddish-brown oil, which was used in the next step without further purification.

1. customA 500 mL, round-bottomed flask under a positive pressure of nitrogen was equipped with a magnetic stirrer
2. customthe reaction mixture was placed in a pre-heated oil bath
3. temperatureThe reaction mixture was cooled to ambient temperature
4. concentrationconcentrated on the rotary evaporator
5. customto yield a viscous orange-brown oil
6. filtrationfiltered through a pad of Celite®
7. washThe Celite® pad was washed with EtOAc (2×50 mL)
8. customphases were separated
9. extractionThe aqueous layer was extracted with EtOAc (1×50 mL)
10. dry with materialdried over anhydrous sodium sulfate
11. filtrationfiltered
12. concentrationconcentrated