反应详情

温度

50 °C

A solution of 4-bromo-N-(2,2,2-trichloro-1-hydroxyethyl)benzamide (0.67 g, 1.93 mmol) in chloroform (15 mL) was treated with PCl5 (0.42 g, 1.91 mmol). The mixture was heated to 50° C. for 30 minutes before cooling to room temperature and pouring into crushed ice. The organic layer was dried over MgSO4 and filtered. The solution of 4-bromo-N-(1,2,2,2-tetrachloroethyl)benzamide was cooled to room temperature before addition of 4-chloroaniline (0.52 mL, 4.0 mmol), and the mixture was allowed to stir for 18 hours. The mixture was quenched with 2 M HCl and extracted with ether. The organic solution was dried over MgSO4, filtered, and concentrated onto silica gel. The material was purified on an MPLC with 7:3 CH2Cl2:hexanes to give 4-bromo-N-(2,2,2-trichloro-1-(4-chlorophenylamino)ethyl)benzamide (Compound 6) as a solid. The product may be further purified by an appropriate recrystallization such as in ether.

1. temperaturebefore cooling to room temperature
2. additionpouring
3. custominto crushed ice
4. dry with materialThe organic layer was dried over MgSO4
5. filtrationfiltered
6. customThe mixture was quenched with 2 M HCl
7. extractionextracted with ether
8. dry with materialThe organic solution was dried over MgSO4
9. filtrationfiltered
10. concentrationconcentrated onto silica gel
11. customThe material was purified on an MPLC with 7:3 CH2Cl2