反应详情

In a nitrogen stream, to a solution of 2-benzyloxy-3-methyl-benzaldehyde (1.87 g, 8.25 mmol) in THF (50 mL), a solution of 4-methoxyphenylmagnesium bromide in THF (0.5 M, 19.8 mL) was added dropwise under cooling with ice. The mixture was stirred at room temperature for one hour, and then a saturated ammonium chloride aqueous solution was added thereto under cooling with ice and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated sodium chloride aqueous solution and dried (anhydrous magnesium sulfate), and then the solvent was distilled under reduced pressure. The obtained residue was purified by silica gel column chromatography [developing solution=ethyl acetate: n-hexane (1:5)] to obtain the title compound (2.76 g, 100%).

1. temperatureunder cooling with ice
2. temperatureunder cooling with ice
3. extractionthe mixture was extracted with ethyl acetate
4. washThe organic layer was washed with a saturated sodium chloride aqueous solution
5. dry with materialdried (anhydrous magnesium sulfate)
6. distillationthe solvent was distilled under reduced pressure
7. customThe obtained residue was purified by silica gel column chromatography [developing solution=ethyl acetate: n-hexane (1:5)]