反应详情

温度

125 °C

723 mg (5.0 mmol) of sodium chlorodifluoroacetate, 220 mg (5.5 mmol) of sodium hydroxide and 838 mg (5.5 mmol) of 4-chlorocatechol were successively added to a mixture of 7.0 mL of N,N-dimethylformamide and 0.1 mL of water under argon atmosphere with stirring. The mixture was slowly heated to 125° C. and allowed to react at this temperature for 1.0 h. The reaction was stopped and cooled to room temperature. To the reaction solution was added 10 mL of 1.0 mol/L hydrochloric acid until the solution turned acid, and then 50 mL of water and 20 mL of ethyl acetate were added. The organic layer was isolated, and the water layer was extracted with 20 mL×2 of ethyl acetate. The organic layers were combined, successively washed with 50 mL of water and 50 mL of saturated saline, dried over anh. MgSO4, filtered and concentrated. The residue was purified by preparative silica gel thin layer chromatography (mobile phase: petroleum ether: ethyl acetate=4:1) to obtain 189 mg of a light yellow oil. Yield 19.4%. MS([M-H]−): 193.

1. customto react at this temperature for 1.0 h
2. temperaturecooled to room temperature
3. customThe organic layer was isolated
4. extractionthe water layer was extracted with 20 mL×2 of ethyl acetate
5. washsuccessively washed with 50 mL of water and 50 mL of saturated saline
6. dry with materialdried over anh. MgSO4
7. filtrationfiltered
8. concentrationconcentrated
9. customThe residue was purified by preparative silica gel thin layer chromatography (mobile phase: petroleum ether: ethyl acetate=4:1)