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HRID 1777547作成日:2026年10月27日

Sodium Carbonate → 2-(6-chloro-5-methyl-2-(triethylsilyl)-1H-indol-3-yl)ethanol

https://huagongshe.com/reaction/1777547

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium CarbonateHCID 10340—
反応物Lithium ChlorideHCID 433294—
反応物4-(Triethylsilyl)-3-butyn-1-olHCID 2760694—
反応物5-Chloro-2-iodo-4-methylanilineHCID 58475405—
触媒Palladium ChlorideHCID 24290—
触媒Ferrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
溶媒DimethylformamideHCID 6228—
生成物2-(6-chloro-5-methyl-2-(triethylsilyl)-1H-indol-3-yl)ethanolHCID 6683203479.2%

反応条件

温度100 °C

反応手順

5-Chloro-2-iodo-4-methylaniline (1.50 g; 5.61 mmol), 4-(triethylsilyl)but-3-yn-1-ol (2.36 mL; 11.22 mmol), bis(diphenylphosphino)ferrocene]palladium(II) chloride (0.229 g; 0.280 mmol), lithium chloride (0.237 g; 5.61 mmol) and sodium carbonate (1.19 g; 11.22 mmol) were suspended in DMF (14 mL) and the mixture was stirred at 100° C. for 15 hours. The solution was concentrated under reduced pressure and diluted in ethyl acetate. The organic layer was successively washed with brine, sodium thiosulfate, dried and concentrated under reduced pressure. The crude residue was purified by flash chromatography on silica gel (eluent 2 to 20% ethyl acetate in heptane) to afford 1.44 g (79%) of the title compound as a brown oil.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09266832B2
出典データセットuspto-grants-2016_02
ORD IDord-ee49a50d6c294683bf745121c4d41c47
出典メモuspto-grants-2016_02