反应详情

At room temperature, 31.60 g (281.48 mmol) of potassium tert-butoxide and 52.70 g (270.22 mmol) of tert-butyl bromoacetate are added to a solution of 27.50 g (225.18 mmol) of 4-hydroxybenzaldehyde in 200 ml of dioxane, and the mixture is heated at the boil overnight. 1 l of water is added, and the mixture is then extracted with diethyl ether, washed with 1 N sodium hydroxide solution, water and saturated sodium chloride solution and dried over magnesium sulphate, and the solvent is distilled off. Flash chromatography on silica gel (cyclohexane→cyclohexane/ethyl acetate 20:1→10:1→5:1) gives, after recrystallization from pentane, the target compound.

1. temperaturethe mixture is heated at the boil overnight
2. extractionthe mixture is then extracted with diethyl ether
3. washwashed with 1 N sodium hydroxide solution, water and saturated sodium chloride solution
4. dry with materialdried over magnesium sulphate
5. distillationthe solvent is distilled off
6. customFlash chromatography on silica gel (cyclohexane→cyclohexane/ethyl acetate 20:1→10:1→5:1) gives
7. customafter recrystallization from pentane