反应详情

2,4-Dibenzyloxyphenol (3.1 g) is added to a stirred suspension of sodium hydride (0.44 g, 60% dispersion in mineral oil) and the mixture is heated at reflux for 30 minutes. Refluxing is allowed to abate when ethyl bromoacetate (1.8 g) is added and the mixture heated at reflux for 1 hour. The reaction mixture is evaporated and the residue partitioned between ethyl acetate and water. The organic phase is washed with water, dried over magnesium sulphate and evaporated to give a light brown oil which is purified by column chromatography on silica eluting with dichloromethane. Fractions homogeneous in the required product are combined and evaporated. The residue is triturated with pentane to give ethyl (2,4-dibenzyloxyphenoxy)acetate (3.2 g) as a white powder, m.p. 62-64° C. [Elemental analysis:- C,73.3; H,6.13%. Calculated:- C,73.5; H,6.13%].

1. temperaturethe mixture is heated
2. temperatureat reflux for 30 minutes
3. temperatureRefluxing
4. additionis added
5. temperaturethe mixture heated
6. temperatureat reflux for 1 hour
7. customThe reaction mixture is evaporated
8. customthe residue partitioned between ethyl acetate and water
9. washThe organic phase is washed with water
10. dry with materialdried over magnesium sulphate
11. customevaporated
12. customto give a light brown oil which
13. customis purified by column chromatography on silica eluting with dichloromethane
14. customevaporated
15. customThe residue is triturated with pentane