反应详情

温度

60 °C

Under argon atmosphere dibromoethane (0.11 ml, 1.28 mmol) was added dropwise to tetrahydrofuran suspension (5 ml) of magnesium turning (224 mg, 9.33 mmol) and the mixture was stirred for 10 minutes at 60° C. At the same temperature, tetrahydrofuran solution (5 ml) of p-bromo-t-butyldimethylsilyloxybenzene (2.30 g, 8.01 mmol) was added dropwise thereto and the mixture was heated under refluxing for 1.5 hours. To the resulting solution was added dropwise tetrahydrofuran solution (5 ml) of 7-methoxymethyloxy-3-[4-(methoxymethyloxy)phenyl]-3-methylthiochroman-4-one (1.00 g, 2.67 mmol) and the mixture was heated under refluxing for 3 hours. After adding saturated aqueous ammonium chloride solution, the reaction solution was extracted with ethyl acetate, and the organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate and then distilled under reduced pressure to remove the solvent. The crude product thus obtained was purified with silica gel column chromatography (ethyl acetate:hexane=1:4) to obtain 1.29 g (yield: 83%) of the title compound.

1. temperaturethe mixture was heated
2. temperatureunder refluxing for 1.5 hours
3. temperaturethe mixture was heated
4. temperatureunder refluxing for 3 hours
5. extractionthe reaction solution was extracted with ethyl acetate
6. washthe organic layer was washed with saturated saline
7. dry with materialdried over anhydrous magnesium sulfate
8. distillationdistilled under reduced pressure
9. customto remove the solvent
10. customThe crude product thus obtained
11. customwas purified with silica gel column chromatography (ethyl acetate:hexane=1:4)