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HRID 1860810作成日:2026年10月27日

Water → 3-(3'-Ethoxy-4,5-dimethoxybiphenyl-2-ylmethylene)-1,3-dihydroindol-2-one

https://huagongshe.com/reaction/1860810

反応式

関与物質

役割名称HCID仕込み量
反応物WaterHCID 962—
反応物Sodium CarbonateHCID 10340—
反応物3-Ethoxybenzeneboronic acidHCID 2773920—
反応物3-(3-Bromo-4,5-dimethoxybenzylidene)-1,3-dihydroindol-2-oneHCID 54564604—
触媒HCID 178418397HCID 178418397—
溶媒EthanolHCID 702—
溶媒TolueneHCID 1140—
生成物3-(3'-Ethoxy-4,5-dimethoxybiphenyl-2-ylmethylene)-1,3-dihydroindol-2-oneHCID 5447068464%

反応手順

Tetrakis(triphenylphosphine)palladium(0) (0.02 g, 0.02 mmol) was added to a solution of 3-(3-bromo-4,5-dimethoxybenzylidene)-1,3-dihydroindol-2-one (0.2 g, 0.56 mmol) in toluene (1 ml) and ethanol (1 ml), followed by addition of 2M aqueous sodium carbonate (1 ml, 2 mmol). To this mixture was added 3-ethoxyphenylboronic acid (0.1 g, 0.62 mmol) and the mixture was held at 100° C. in a sealed tube for 12 hours. The reaction mixture was then added to water (40 ml) and extracted with ethyl acetate (2×75 ml) The combined organic layers were washed with saturated aqueous sodium bicarbonate (50 ml) and brine (50 ml), dried over magnesium sulfate and concentrated. The resulting solid was triturated with methylene chloride/hexanes to afford 0.14 g (64%) of 3-(3′-ethoxy-4,5-dimethoxybiphenyl-2-ylmethylene)-1,3-dihydroindol-2-one as a yellow/orange solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06531502B1
出典データセットuspto-grants-2003_03
ORD IDord-7eb7972120584f6399edeccc3f089ff8
出典メモuspto-grants-2003_03