反应详情

温度

50 °C

3-Chloropropyltrimethylsilane (33.14 g, 0.22 mol) was added dropwise over the course of 20 minutes into a mixture of vanillin (30.4 g, 0.2 mol) and potassium carbonate (30.4 g, 0.22 mol) in 150 ml of dry dimethylformamide (DMF) heated to 50° C. under nitrogen. The mixture was maintained for 4 hours at 95°-110° C. The reaction mixture was cooled and poured into ice water. The aqueous phase was extracted 3 times with dichloromethane. The organic phases were dried over sodium sulfate and concentrated in vacuo. After distillation in vacuo (0.04 mm Hg), 47.5 g (yield: 89%) of 3-methoxy-4-(3-trimethylsilanylpropyloxy)benzaldehyde were obtained in the form of a slightly pink oil distilling at 112°-114° C. and employed as such in the following step (b).

1. temperatureThe mixture was maintained for 4 hours at 95°-110° C
2. temperatureThe reaction mixture was cooled
3. extractionThe aqueous phase was extracted 3 times with dichloromethane
4. dry with materialThe organic phases were dried over sodium sulfate
5. concentrationconcentrated in vacuo
6. distillationAfter distillation in vacuo (0.04 mm Hg)