反应详情

A mixture of methyl 3-hydroxybenzoate (8.0 g, 56 mmol) and 4-(2-chloroethyl)-morpholine hydrochloride (15.7 g, 84 mmol) and potassium carbonate (11.5 g, 83 mmol) in toluene (50 ml) was heated at reflux. After 4 days, the reaction mixture was cooled to room temperature and diluted with ethyl acetate. The organic layer was washed with water and then extracted with dilute hydrochloric acid. The acidic layer was separated, basified with 5 N sodium hydroxide and the product was extracted into ethyl acetate. The organics were removed in vacuo and the residue was purified by flash chromatography (elution gradient 3% acetone/methylene chloride) to give methyl 3-(2-morpholin-4-ylethoxy)benzoate (9.0 g) as an oil.

1. temperaturewas heated
2. temperatureat reflux
3. washThe organic layer was washed with water
4. extractionextracted with dilute hydrochloric acid
5. customThe acidic layer was separated
6. extractionthe product was extracted into ethyl acetate
7. customThe organics were removed in vacuo
8. customthe residue was purified by flash chromatography (elution gradient 3% acetone/methylene chloride)