反应详情

A mixture of 5-acetyl-2-hydroxybenzaldehyde (1.68 g), 2-bromomethyl-4-tert-butylthiazole, potassium carbonate (1.24 g) and potassium iodide (0.59 g) in N,N-dimethylformamide (10 ml) was stirred at room temperature for 5 hours. The resulting mixture was poured into ice-water and extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and concentrated under reduced pressure. A mixture of the resulting syrup and acetic anhydride in xylene was stirred under reflux for 1 day. After being cooled to room temperature, the reaction mixture was concentrated under reduced -pressure. The resulting syrup was subjected to column chromatography on silica gel and eluted with a mixture of toluene and ethyl acetate. The fractions containing the objective compound were combined and concentrated under reduced pressure to give 4-tert-butyl-2-(5-acetylbenzofuran-2-yl)thiazole (1.83 g).

1. extractionextracted with ethyl acetate
2. washThe organic layer was washed with brine
3. dry with materialdried over magnesium sulfate
4. concentrationconcentrated under reduced pressure
5. additionA mixture of the resulting syrup and acetic anhydride in xylene
6. stirringwas stirred
7. temperatureunder reflux for 1 day
8. temperatureAfter being cooled to room temperature
9. concentrationthe reaction mixture was concentrated under reduced -pressure
10. washeluted with a mixture of toluene and ethyl acetate
11. additionThe fractions containing the objective compound
12. concentrationconcentrated under reduced pressure