反应详情

4-Hydroxyphenylacetic acid (760 mg, 4.995 mmol) was dissolved in ethanol (99.5%, 20 ml). Potassium hydroxide (560.5 mg, 9.99 mmol) was added. The mixture was stirred at room temperature for 30 minutes. 2-Bromomethylbenzoic acid methyl ester (1144.2 mg, 4.995 mmol) was then dropped in. The resulting mixture was heated to reflux for 2 hours and then evaporated in vacuum to dry. Water and ethyl acetate were added into the residue and the phases were separated. The water phase was acidified with 10% hydrochloric acid, pH˜5, and then extracted with ethyl acetate. The organic phase was dried with magnesium sulphate and evaporated in vacuum to dry. Chromatography of the residue on a column (ISOLUTE® SI, 5 g/6 ml) using DCM, MeOH/DCM (1:99) as eluant gave the desired product (262 mg), yield 17.5%.

1. temperatureThe resulting mixture was heated
2. temperatureto reflux for 2 hours
3. customevaporated in vacuum
4. customto dry
5. additionWater and ethyl acetate were added into the residue
6. customthe phases were separated
7. extractionextracted with ethyl acetate
8. dry with materialThe organic phase was dried with magnesium sulphate
9. customevaporated in vacuum
10. customto dry