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Vanillin → (Z)-3-(4-hydroxy-3-methoxyphenyl)-2-(6-(trifluoromethyl)pyridin-3-yl)acrylonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Vanillin | HCID 1183 | — |
| 反応物 | Piperidine | HCID 8082 | — |
| 反応物 | 3-Pyridineacetonitrile, 6-(trifluoromethyl)- | HCID 50851127 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | (Z)-3-(4-hydroxy-3-methoxyphenyl)-2-(6-(trifluoromethyl)pyridin-3-yl)acrylonitrile | HCID 68702729 | — |
反応手順
A suspension of vanillin (1.0 g, 6.57 mmol), 2-(6-(trifluoromethyl)pyridin-3-yl)acetonitrile (1.222 g, 6.57 mmol) and piperidine (0.71 mL, 7.23 mmol) in absolute ethanol (10 mL) was stirred at reflux for forty-eight hours and then allowed to cool to room temperature. The resulting precipitate was filtered off, washed with water and dried. Recrystallisation from isopropanol afforded (Z)-3-(4-hydroxy-3-methoxyphenyl)-2-(6-(trifluoromethyl)pyridin-3-yl)acrylonitrile as white crystals, 0.904 g (43%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08536203B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-37b7c793f32b4c61a20e7f3c98835578 |
| 出典メモ | uspto-grants-2013_09 |