反应详情

Bromoethane (0.359 g, 3.29 mmol) was added to a stirred solution of diethyl 1,4-dihydroxy-2,3-naphthalenedicarboxylate (1 g, 3.29 mmol) and potassium carbonate (0.454 g, 3.29 mmol) in acetone (25 ml). The reaction mixture was refluxed for 24 hours under an atmosphere of argon. The resulting mixture was evaporated and the residue was partitioned between 2× ethylacetate and water. The combined organics were washed with water and dried over magnesium sulphate. The orange oil was purified by chromatography on silica gel, eluting with ethyl acetate (0-10%) in hexane to give the title compound as a clear oil (0.661 g, 1.99 mmol). LC/MS: Rt=3.63, [MH]− 331.

1. temperatureThe reaction mixture was refluxed for 24 hours under an atmosphere of argon
2. customThe resulting mixture was evaporated
3. customthe residue was partitioned between 2× ethylacetate and water
4. washThe combined organics were washed with water
5. dry with materialdried over magnesium sulphate
6. customThe orange oil was purified by chromatography on silica gel
7. washeluting with ethyl acetate (0-10%) in hexane