反应详情

温度

60 °C

Diethyl 1,4-dihydroxy-2,3-naphthalenedicarboxylate* (11 g, 36.1 mmol) was dissolved in acetone (180 ml) and potassium carbonate (24.9 g, 180.5 mmol) added and stirred. 1-Bromopropane (13.1 ml, 144.4 mmol) was added and the reaction mixture was heated at reflux (60° C.) overnight under argon. The reaction was cooled to room temperature and the inorganic solid filtered off. The solvent was evaporated to give an orange brown oil. The residue was taken up in toluene and washed with 5% potassium hydroxide solution, brine and dried over magnesium sulphate. Solvent was removed under vacuum to give a brown oil which was purified by chromatography on silica gel eluting with, 10% ethyl acetate in hexane. The clean fractions were evaporated to give the title compound as yellow oil (11.45 g, 29.5 mmol).

1. temperaturethe reaction mixture was heated
2. temperatureThe reaction was cooled to room temperature
3. filtrationthe inorganic solid filtered off
4. customThe solvent was evaporated
5. customto give an orange brown oil
6. washwashed with 5% potassium hydroxide solution, brine
7. dry with materialdried over magnesium sulphate
8. customSolvent was removed under vacuum
9. customto give a brown oil which
10. customwas purified by chromatography on silica gel eluting with, 10% ethyl acetate in hexane
11. customThe clean fractions were evaporated