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HRID 496931作成日:2026年10月26日

Indole → N-(4-methylphenyl)indole

https://huagongshe.com/reaction/496931

反応式

関与物質

役割名称HCID仕込み量
反応物IndoleHCID 798—
反応物4-ChlorotolueneHCID 7810—
反応物Sodium t-butoxideHCID 23676156—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
触媒2-(Dicyclohexylphosphino)-2'-methoxybiphenylHCID 11794186—
溶媒TolueneHCID 1140—
生成物N-(4-methylphenyl)indoleHCID 979428694%

反応条件

温度100 °C

反応手順

An oven-dried test tube was purged with argon and then charged with 2-dicyclohexylphosphino-2′-methoxy-1,1′-biphenyl (14.5 mg, 0.038 mmol, 7.5 mol %) and Pd2(dba)3 (11.6 mg, 0.013 mmol, 5.0 mol % Pd). Toluene (1.0 mL), indole (71 mg, 0.61 mmol), 4-chlorotoluene (60 mL, 0.51 mmol), and NaOt-Bu (70 mg, 0.73 mmol) were then added. The tube was fitted with a septum, purged with argon and heated at 100° C. for 28 h. The reaction was then cooled to room temperature, diluted with ether (20 mL), filtered through Celite and concentrated in vacuo. The residue was purified by flash chromatography on silica gel to afford 99 mg (94%) of a colorless oil.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06946560B2
出典データセットuspto-grants-2005_09
ORD IDord-dcfc221548df41b08518f606e08c7c40
出典メモuspto-grants-2005_09