反应详情

温度

60 °C

To a mixture of 2.6 g (8.78 mmol) of 2-benzyloxy-4-bromo-6-fluoroaniline and 3.03 g (21.96 mmol) of potassium carbonate in 20 mL DMF in an oil bath at 60° C. is added 1.48 g (9.67 mmole) of methyl bromoacetate. The mixture is stirred at 60° C. for 2 h. HPLC analysis indicated that the reaction is 38% complete. Additional methyl bromoacetate equal to the molar amount of unreacted starting material is added and the mixture is stirred at 60° C. for 2 h. This process is repeated until the starting material is nearly consumed. The mixture is allowed to cool then is poured into water. The mixture is extracted with ethyl acetate and the organic phase is washed 3× with water. The organic solution is dried over sodium sulfate and the solvent is removed under reduced pressure. The residual dark oil is purified by flash chromatography using methylene chloride to elute the product as a dark oil. This is used directly in the next step.

1. additionis added
2. stirringthe mixture is stirred at 60° C. for 2 h
3. customis nearly consumed
4. temperatureto cool
5. additionthen is poured into water
6. extractionThe mixture is extracted with ethyl acetate
7. washthe organic phase is washed 3× with water
8. dry with materialThe organic solution is dried over sodium sulfate
9. customthe solvent is removed under reduced pressure
10. customThe residual dark oil is purified by flash chromatography
11. washto elute the product as a dark oil