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HRID 2302092作成日:2026年10月25日

Vanillin → 3-Methoxy4-(3-trimethylsilanylpropyloxy)benzaldehyde

https://huagongshe.com/reaction/2302092

反応式

関与物質

役割名称HCID仕込み量
反応物VanillinHCID 1183—
反応物Potassium CarbonateHCID 11430—
反応物(3-Chloropropyl)trimethylsilaneHCID 75362—
溶媒DimethylformamideHCID 6228—
生成物3-Methoxy4-(3-trimethylsilanylpropyloxy)benzaldehydeHCID 1846317289.1%

反応条件

温度80 °C

反応手順

3-chloropropyltrimethylsilane (33.14 g, 0.22 mol) was added dropwise over 20 minutes to a mixture of vanillin (30.4 g, 0.2 mol) and potassium carbonate (30.4 g, 0.22 mol) in 150 ml of dry DMF heated to 80° C. under nitrogen. The mixture was maintained for 4 hours at 95°-110° C. The reaction mixture was cooled and poured into ice-cold water. The aqueous phase was extracted three times with dichloromethane. The organic phases were dried over sodium sulfate and concentrated under vacuum. After distillation under vacuum (0.04 mm Hg), 47.5 g (yield: 89%) of 3-methoxy-4-(3-trimethylsilanylpropyloxy) benzaldehyde were obtained in the form of a slightly pinkish oil distilling at 112°-114° C. and employed without further purification in the following step.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06429326B1
出典データセットuspto-grants-2002_08
ORD IDord-bfc65781d7b8491b8a3844521f286065
出典メモuspto-grants-2002_08