反应详情

Sodium hydride (60% oily, 1.02 g, 25.6 mmols) was added to a DMF (80 ml) solution of ethyl 2-ethoxycarbonyl-6-(4-methoxycarbonylphenoxy)hexanoate (8.55 g, 23.3 mmols), with cooling with ice, then allowed to warm to room temperature, and stirred for 30 minutes. Next, a DMF (10 ml) solution of 1-bromo-6-bromomethyl-2,3,4,5-tetramethoxybenzene (9.47 g, 25.6 mmols) was dropwise added thereto at room temperature, and stirred for 6 hours. Water was added to the reaction mixture, which was then extracted with diethyl ether. The organic layer was washed with water and a saturated aqueous sodium chloride solution, and then dried. The solvent was evaporated out in vacuo, and the resulting crude product was purified by silica gel column chromatography (hexane:ethyl acetate=20:1 to 5:1) to obtain the entitled compound (15.0 g) as an oil.

1. temperaturewith cooling with ice
2. stirringat room temperature, and stirred for 6 hours
3. extractionwas then extracted with diethyl ether
4. washThe organic layer was washed with water
5. dry with materiala saturated aqueous sodium chloride solution, and then dried
6. customThe solvent was evaporated out in vacuo
7. customthe resulting crude product was purified by silica gel column chromatography (hexane:ethyl acetate=20:1 to 5:1)