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HRID 24533作成日:2026年10月25日

Oxindole → 4-(2-Methoxycarbonyl-ethyl)-3-methyl-5-(2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-1H-pyrrole-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/24533

反応式

関与物質

役割名称HCID仕込み量
反応物OxindoleHCID 321710—
反応物5-(Ethoxycarbonyl)-2-formyl-4-methyl-1H-pyrrole-3-propanoic Acid Methyl EsterHCID 15533557—
触媒PiperidineHCID 8082—
溶媒EthanolHCID 702—
生成物4-(2-Methoxycarbonyl-ethyl)-3-methyl-5-(2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-1H-pyrrole-2-carboxylic acid ethyl esterHCID 5377729375.1%

反応条件

温度10 °C

反応手順

5-Formyl-4-(2-methoxycarbonylethyl)-3-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (80.2 g), 2-oxindole (37.9 g) and ethanol (300 mL) were warmed to 70° C. in a 500 mL, 3-neck round bottom flask equipped with mechanical stirring and a reflux condenser. Piperidine (1.3 g) was added and the mixture was refluxed for 4 hours. The mixture was cooled to 10° C. and the orange precipitate collected by vacuum filtration and washed with 30 mL of ethanol. The solid was slurry-washed in 150 mL of refluxing ethanol, cooled, collected by vacuum filtration, washed with 30 mL of ethanol and vacuum dried to give 81.7 g (75%) of 4-(2-Methoxycarbonylethyl)-3-methyl-5-(2-oxo-1,2-dihydroindol-3-ylidenemethyl)-1H-pyrrole-2-carboxylic acid ethyl ester as an orange solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06855730B2
出典データセットuspto-grants-2005_02
ORD IDord-70ed208f854845d0bd619cef148b593f
出典メモuspto-grants-2005_02