反应详情

4-Acetoxy-3,5-di-tert-butyl-2-(2-propenyl)phenol (30 g) and potassium carbonate (13.8 g) were dissolved in acetone (300 ml) and, after addition of methyl iodide (28 g), the solution was stirred for 24 h. After cooling, the reaction mixture was concentrated under reduced pressure and water was added. The mixture was then subjected to extraction with ethyl acetate and the organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated. The concentrate was purified by silica gel chromatography (10% ethyl acetate in n-hexane) to afford 4-acetoxy-3,5-di-tert-butyl-2-(2-propenyl)anisole (31 g) quantitatively.

1. temperatureAfter cooling
2. concentrationthe reaction mixture was concentrated under reduced pressure and water
3. additionwas added
4. extractionThe mixture was then subjected to extraction with ethyl acetate
5. washthe organic layer was washed with water and saturated brine
6. dry with materialdried over anhydrous magnesium sulfate
7. concentrationconcentrated
8. customThe concentrate was purified by silica gel chromatography (10% ethyl acetate in n-hexane)