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HRID 58630作成日:2026年10月25日

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

https://huagongshe.com/reaction/58630

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 mixture was concentrated under reduced pressure and diluted in ethyl acetate. The organic layer was successively washed with brine, sodium thiosulphate, dried and concentrated under reduced pressure. The crude mixture 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US09434722B2
出典データセットuspto-grants-2016_09
ORD IDord-cf662b2f82ea4046ac3dbaf33facd596
出典メモuspto-grants-2016_09