化工社化工社 化学情報印刷レポート · 研究参考用
Toluene → 1-Benzyl-5-[4-(trifluoromethyl)phenyl]-1H-indole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Toluene | HCID 1140 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 1-Benzyl-5-Bromo-1H-Indole | HCID 285756 | — |
| 反応物 | 4-(Trifluoromethyl)phenylboronic acid | HCID 2734389 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 1-Benzyl-5-[4-(trifluoromethyl)phenyl]-1H-indole | HCID 22032950 | 12% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07074817B2 |
| 出典データセット | uspto-grants-2006_07 |
| ORD ID | ord-2634fc9878574c259590b03776e602df |
| 出典メモ | uspto-grants-2006_07 |