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Hantzsch ester → 3-Hydroxy-2-(3-(2-((triisopropylsilyl)oxy)ethyl)benzyl)cyclopent-2-enone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hantzsch ester | HCID 70849 | — |
| 反応物 | 1,3-Cyclopentanedione | HCID 77466 | — |
| 反応物 | L-Proline | HCID 145742 | — |
| 反応物 | 3-(2-((Triisopropylsilyl)oxy)ethyl)benzaldehyde | HCID 54757655 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 3-Hydroxy-2-(3-(2-((triisopropylsilyl)oxy)ethyl)benzyl)cyclopent-2-enone | HCID 54757863 | 76% |
反応手順
To a solution of 14 (0.920 g, 3.0 mmol), 1,3-cyclopentadione (0.098 g, 1.0 mmol), and L-proline (0.005 mg) in dichloromethane (5 mL), diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate (0.253 g, 1.0 mmol) was added, and the resulting mixture was allowed to stir at rt for 12 h. The reaction mixture was directly purified by silica gel column chromatography using a gradient of ethyl acetate in hexanes as eluent, obtaining the title compound. Yield: 76%.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08530520B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-aeec9718dc6944e796d68c0a7954f05e |
| 出典メモ | uspto-grants-2013_09 |