関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Methyl Acrylate | HCID 7294 | — |
| 反応物 | Tri-o-tolylphosphine | HCID 80271 | — |
| 反応物 | Sodium Acetate | HCID 517045 | — |
| 反応物 | 6-Bromo-3-pyridinecarboxaldehyde | HCID 11769234 | — |
| 触媒 | Palladium, di-mu-chlorobis(eta3-2-propenyl)di- | HCID 61538 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | Ethyl (2E)-3-(5-formyl-2-pyridinyl)-2-propenoate | HCID 86628160 | 93.7% |
反応手順
A mixture of 2-bromo-5-formylpyridine (500 mg, 2.6 mmol), methyl acrylate (0.6 ml, 6.5 mmol), tri-(o-tolyl)phosphine (80 mg, 0.26 mmol), allyl palladium (II) chloride dimer (47 mg, 0.13 mmol) and sodium acetate (1.08 g, 8 mmol) in DMF (10 ml) was heated at 170° C. in a microwave reactor for 0.75 h. The reaction mixture was filtered through Celite® then diluted with DCM and water. The organic phase was dried, concentrated in vacuo and purified by chromatography to give the title compound as a white solid (50 mg). δH (CDCl3, 250 MHz) 10.14 (1H, s), 9.09 (1H, d), 8.19 (1H, dd), 7.72 (1H, d), 7.57 (1H, d), 7.08 (1H, d), 3.85 (3H, s). MS (ES): MH+ 192.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08536182B2 |
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| 出典データセット | uspto-grants-2013_09 |
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| ORD ID | ord-c0809180160c4ca9954d8ce9512a8b6f |
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| 出典メモ | uspto-grants-2013_09 |
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