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HRID 20984作成日:2026年10月23日

Imidazole → 5-(tert-Butyldimethylsilyloxy)-1H-indole

https://huagongshe.com/ja/reaction/20984

反応式

関与物質

役割名称HCID仕込み量
反応物ImidazoleHCID 795—
反応物5-HydroxyindoleHCID 16054—
反応物tert-Butyldimethylsilyl chlorideHCID 28928—
反応物Sodium BicarbonateHCID 516892—
溶媒DimethylformamideHCID 6228—
生成物5-(tert-Butyldimethylsilyloxy)-1H-indoleHCID 22250817133.1%

反応手順

5-Hydroxyindole (209 mg, 1.57 mmol) was dissolved in DMF (6 mL), and the solution was added with imidazole (132 mg, 1.93 mmol) and tert-butyldimethylsilyl chloride (333 mg, 2.21 mmol) at 0° C. followed by stirring at room temperature for 3.5 hours. The reaction mixture was added with saturated aqueous sodium hydrogencarbonate solution at 0° C. and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated to obtain 5-(tert-butyldimethylsilyloxy)indole (517 mg).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07745641B2
出典データセットuspto-grants-2010_06
ORD IDord-1f3d8217c1964a0ebeb2119a90db494a
出典メモuspto-grants-2010_06