反应详情

To a solution of ethyl 2-ethoxycarbonyl-5-(4-ethoxycarbonylphenoxy)pentanoate (25.9 g) in DMF (200 ml) was portionwise added sodium hydride (60% oil dispersion, 3.11 g) with cooling with ice. The reaction mixture was allowed to warm to room temperature and stirred for 30 min. To the reaction mixture was dropwise added a solution of 1-bromo-6-bromomethyl-2,3,4,5-tetramethoxybenzene (28.8 g) in DMF (50 ml) with cooling with ice. The reaction mixture was allowed to warm to room temperature and stirred for 6 hr. The reaction mixture was diluted with water and extracted with diethyl ether. The organic layer was washed with water and saturated aqueous sodium chloride and dried. The solvent was removed in vacuo. The residue was purified by silica gel column chromatography (hexane to hexane:ethyl acetate=7:1) to yield the entitled compound (42.6 g) as an oil.

1. temperaturewith cooling with ice
2. temperaturewith cooling with ice
3. temperatureto warm to room temperature
4. stirringstirred for 6 hr
5. extractionextracted with diethyl ether
6. washThe organic layer was washed with water and saturated aqueous sodium chloride
7. customdried
8. customThe solvent was removed in vacuo
9. customThe residue was purified by silica gel column chromatography (hexane to hexane:ethyl acetate=7:1)