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Triethylamine → 4-(2-(2-Pyridyl)ethynyl)quinoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Triphenylphosphine Oxide | HCID 13097 | — |
| 反応物 | Trifluoromethanesulfonic anhydride | HCID 67749 | — |
| 反応物 | 1-(Pyridin-2-yl)-2-(quinolin-4-yl)ethanone | HCID 10933856 | — |
| 溶媒 | 1,2-Dichloroethane | HCID 11 | — |
| 生成物 | 4-(2-(2-Pyridyl)ethynyl)quinoline | HCID 21992637 | 43.4% |
反応手順
A mixture of triphenyphosphine oxide (5.56 g, 10 mmol) in 1,2-dichloroethane (30 mL) is cooled in an ice bath. Trifluoromethanesulfonic anhydride (1.57 mL, 10 mmol) is added dropwise over 15 min. To this mixture is added a solution of 1-(2-pyridyl)-2-(4-quinolyl)ethan-1-one (2.5 g, 10 mmol) in 1,2-dichloroethane (10 mL) and triethylamine (2.84 mL, 20 mmol). The ice bath is removed and the mixture heated at reflux for 16 h. The mixture is diluted with dichloromethane (100 mL) and washed with water (3×100 mL), dried (magnesium sulfate), filtered, concentrated in vacuo, and chromatographed on SiO2 (0 to 100% hexane in ethyl acetate) to yield 1 g of title compound as an oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07087626B2 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-6a89cb4b4dfe40218f7f1ec5cf9e62e9 |
| 出典メモ | uspto-grants-2006_08 |