反应详情

Chloroacetyl chloride (1 equiv.) was added at room temperature to a mixture of methyl (3-amino-4-hydroxyphenyl)acetate (5.5 mmol) and sodium hydrogen carbonate (1.1 equiv.) in ethyl acetate (5 ml)/water (5 ml). The reaction mixture was stirred for 1 h, then the phases were separated and the organic phase was washed with water and saturated sodium chloride solution, dried over sodium sulfate and concentrated in vacuo. The crude product was dissolved in DMF (11 ml); activated potassium carbonate was added, and the mixture was stirred overnight at room temperature. The reaction mixture was then diluted with water and extracted with ethyl acetate. The organic phase was again washed with water and saturated sodium chloride solution, dried over sodium sulfate and concentrated in vacuo. The crude product was purified by column chromatography (silica gel, ethyl acetate/hexane). Yield: 90%

1. customthe phases were separated
2. washthe organic phase was washed with water and saturated sodium chloride solution
3. dry with materialdried over sodium sulfate
4. concentrationconcentrated in vacuo
5. dissolutionThe crude product was dissolved in DMF (11 ml)
6. additionactivated potassium carbonate was added
7. stirringthe mixture was stirred overnight at room temperature
8. additionThe reaction mixture was then diluted with water
9. extractionextracted with ethyl acetate
10. washThe organic phase was again washed with water and saturated sodium chloride solution
11. dry with materialdried over sodium sulfate
12. concentrationconcentrated in vacuo
13. customThe crude product was purified by column chromatography (silica gel, ethyl acetate/hexane)