反应详情

A THF (10 ml) solution of ethyl 2,9-diethoxycarbonylnonanoate (8.86 g, 26.8 mmols) was dropwise added to a THF (90 ml) suspension of sodium hydride (60% oily, 1.29 g, 32.2 mmols) at room temperature. The reaction mixture was stirred for 2 hours, and then a THF (10 ml) solution of 1-bromo-6-bromomethyl-2,3,4,5-tetramethoxybenzene (10.9 g, 29.5 mmols) was dropwise added at room temperature, and stirring was continued for additional 2 hours. The reaction mixture was diluted with a saturated aqueous ammonium chloride solution and then concentrated in vacuo. The residue was extracted with ethyl acetate, and the resulting organic layer was washed with water and a saturated aqueous sodium chloride solution, then dried, and concentrated in vacuo. The crude product thus obtained was purified by silica gel column chromatography (hexane:ethyl acetate=10:1 to 4:1) to obtain the entitled compound (10.9 g) as an oil.

1. stirringstirring
2. waitwas continued for additional 2 hours
3. concentrationconcentrated in vacuo
4. extractionThe residue was extracted with ethyl acetate
5. washthe resulting organic layer was washed with water
6. dry with materiala saturated aqueous sodium chloride solution, then dried
7. concentrationconcentrated in vacuo
8. customThe crude product thus obtained
9. customwas purified by silica gel column chromatography (hexane:ethyl acetate=10:1 to 4:1)