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HRID 337611作成日:2026年10月26日

Dimethylformamide → 6-Bromoindole-3-carbaldehyde

https://huagongshe.com/reaction/337611

反応式

関与物質

役割名称HCID仕込み量
反応物DimethylformamideHCID 6228—
反応物Sodium HydroxideHCID 14798—
反応物Phosphorus oxychlorideHCID 24813—
反応物6-BromoindoleHCID 676493—
溶媒WaterHCID 962—
生成物6-Bromoindole-3-carbaldehydeHCID 2794830—

反応手順

To a DMF (0.47 M) solution of 6-bromo-1H-indole (1 eq.) was added at 0° C. phosphorus oxychloride (1.2 eq.). The resulting solution was warmed to RT and stirred at RT for 16 h. The resulting solution was re-cooled to 0° C. and then carefully added NaOH (2 M aq. solution, 2.8 eq.). After stirring at RT for another 2 h, the crude reaction mixture was diluted with water and extracted with EtOAc. The combined organic extracts were dried over MgSO4. Filtration and concentration of the filtrate in vacuo afforded a yellow oil. Purification of the crude product thus obtained by way of flash chromatography (SiO2, Hex→EtOAc) afforded the title compound as a brown solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08889714B2
出典データセットuspto-grants-2014_11
ORD IDord-a0666ffeaddb423382df319d89bf3fe7
出典メモuspto-grants-2014_11