反应详情

温度

80 °C

2,4,6-trifluorophenol (5.00 g) was dissolved in DMF (100 ml), ethyl 2-bromo-2-methylpropanoate (15 ml) and potassium carbonate (7.00 g) were added thereto, followed by stirring at 80° C. overnight. The reaction solution was cooled to room temperature, water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed with a 1M aqueous sodium hydroxide solution and then 1M hydrochloric acid in this order, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=19:1) to obtain a colorless oily product. The oily product thus obtained was dissolved in ethanol (150 ml), a 1M aqueous sodium hydroxide solution (70 ml) was added thereto, followed by stirring at room temperature for one hour. The reaction solution was concentrated under reduced pressure and water was added to the resulting residue, followed by washing with ethyl acetate. 1M hydrochloric acid was added to the aqueous layer, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure to obtain 2-methyl-2-(2,4,6-trifluorophenoxy)propanoic acid (7.83 g) as a colorless oily product.

1. temperatureThe reaction solution was cooled to room temperature
2. extractionfollowed by extraction with ethyl acetate
3. washThe organic layer was washed with a 1M aqueous sodium hydroxide solution
4. dry with material1M hydrochloric acid in this order, dried over anhydrous magnesium sulfate
5. customthe solvent was evaporated under reduced pressure
6. customThe resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=19:1)
7. customto obtain a colorless oily product
8. customThe oily product thus obtained
9. stirringby stirring at room temperature for one hour
10. concentrationThe reaction solution was concentrated under reduced pressure and water
11. additionwas added to the resulting residue
12. washby washing with ethyl acetate
13. addition1M hydrochloric acid was added to the aqueous layer
14. extractionfollowed by extraction with ethyl acetate
15. washThe organic layer was washed with saturated brine
16. dry with materialdried over anhydrous magnesium sulfate
17. customthe solvent was evaporated under reduced pressure