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HRID 845804作成日:2026年10月25日

3,4,5-Trimethoxybenzaldehyde → 5-(2'-Chlorovinyl)-1,2,3-trimethoxy-benzene

https://huagongshe.com/reaction/845804

反応式

関与物質

役割名称HCID仕込み量
反応物3,4,5-TrimethoxybenzaldehydeHCID 6858—
反応物(Chloromethyl)triphenylphosphonium chlorideHCID 197823—
反応物ButyllithiumHCID 178418339—
溶媒Dimethyl SulfoxideHCID 679—
溶媒TetrahydrofuranHCID 8028—
生成物5-(2'-Chlorovinyl)-1,2,3-trimethoxy-benzeneHCID 5452544172.6%

反応条件

温度0 °C

反応手順

To a suspension of 11.94 g of (chloromethyl)-triphenylphosphonium chloride in 85 ml of absolute dimethylsulfoxide and 170 ml of absolute tetrahydrofuran were added dropwise at 0° C., while stirring in an atmosphere of dry nitrogen, 21.5 ml of n-butyllithium solution. After stirring for 30 minutes a solution of 5.48 g of 3,4,5-trimethoxybenzaldehyde in 20 ml of absolute tetrahydrofuran was added dropwise. The mixture was stirred for 30 minutes at 0° C. and then allowed to warm to room temperature. After about 4 hours the reaction mixture was worked up in the manner described in Example 5e. Column chromatography of the raw product with petroleum ether/ether (2:1) yielded 4.64 g of the title compound.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04760087
出典データセットuspto-grants-1988_07
ORD IDord-5a2166f62c254c9180e529dcbeef73c3
出典メモuspto-grants-1988_07