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Water → methyl 4-[(E)-2-(4-pyridyl)vinyl]benzoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | 4-Pyridinecarboxaldehyde | HCID 13389 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | [4-(Methoxycarbonyl)benzyl](triphenyl)phosphonium bromide | HCID 2764257 | — |
| 溶媒 | Dimethyl Sulfoxide | HCID 679 | — |
| 生成物 | methyl 4-[(E)-2-(4-pyridyl)vinyl]benzoate | HCID 12006312 | — |
| 生成物 | methyl 4-[(Z)-2-(4-pyridyl)vinyl]benzoate | HCID 70244616 | — |
反応手順
To a solution of sodium hydroxide (830 mg) in dimethylsulfoxide (100 ml) was added (4-methoxycarbonylbenzyl)triphenylphosphonium bromide (10.0 g), and after 30 minutes, 4-pyridinecarbaldehyde (2.22 g) was added thereto under ice-cooling. The mixture was stirred overnight. Water was added to the reaction mixture, and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by flash chromatography (n-hexane—ethyl acetate) to give methyl 4-[(E)-2-(4-pyridyl)vinyl]benzoate (1.18 g) and methyl 4-[(Z)-2-(4-pyridyl)vinyl]benzoate (2.67 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06194396B1 |
| 出典データセット | uspto-grants-2001_02 |
| ORD ID | ord-61dcf52438ce4715b2d32a7ba6886700 |
| 出典メモ | uspto-grants-2001_02 |