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HRID 1791423作成日:2026年10月26日

Toluene → 1-Benzyl-5-[4-(trifluoromethyl)phenyl]-1H-indole

https://huagongshe.com/reaction/1791423

反応式

関与物質

役割名称HCID仕込み量
反応物TolueneHCID 1140—
反応物Potassium CarbonateHCID 11430—
反応物1-Benzyl-5-Bromo-1H-IndoleHCID 285756—
反応物4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
触媒HCID 178418397HCID 178418397—
溶媒EthanolHCID 702—
溶媒WaterHCID 962—
生成物1-Benzyl-5-[4-(trifluoromethyl)phenyl]-1H-indoleHCID 2203295012%

反応手順

Following the procedure described in Step 2 of Example 5 1-benzyl-5-bromo-1H-indole (2.22 g , 7.76 mmol) was coupled to 4-trifluoromethylphenyl boronic acid (1.62 g, 8.54 mmol), using tetrakis(triphenylphosphine)palladium (0.892 g, 0.772 mmol), and potassium carbonate (4.29 g, 31.1 mmol) in water (17 mL), ethanol (4 mL), and toluene (37 mL). Purification by flash chromatography using 0.5-1.0% ethyl acetate in hexane as eluant afforded the title compound as a light yellow solid (0.317 g, 12%). 1HNMR (200 MHz, DMSO-d6): δ 7.7-8.0 (m, 5H), 7.4-7.6 (m, 3H), 7.15-7.4 (m, 5H), 6.6 (d, 1H, J=3.6 Hz), and 5.45 ppm (s, 2H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07074817B2
出典データセットuspto-grants-2006_07
ORD IDord-2634fc9878574c259590b03776e602df
出典メモuspto-grants-2006_07