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Selenium Dioxide → (R)-7-(1-methoxypropan-2-yloxy)quinoline-2-carbaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Selenium Dioxide | HCID 24007 | — |
| 反応物 | (R)-7-(1-methoxypropan-2-yloxy)-2-methylquinoline | HCID 86707484 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | (R)-7-(1-methoxypropan-2-yloxy)quinoline-2-carbaldehyde | HCID 86707485 | 46.7% |
反応手順
To a solution of (R)-7-(1-methoxypropan-2-yloxy)-2-methylquinoline (0.22 g, 0.96 mmol) in dioxane (7 mL) and water (0.07 mL) was added selenium dioxide (0.13 g, 1.2 mmol) and the resultant mixture heated at reflux for 2 hours. The cooled reaction mixture was filtered through a plug of Celite® to remove solids, rinsing with dichloromethane. The filtrate was concentrated under reduced pressure and purified by normal phase chromatography on silica gel (10-20% ethyl acetate/hexanes) to afford the title compound (0.11 g, 46%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08889704B2 |
| 出典データセット | uspto-grants-2014_11 |
| ORD ID | ord-60683fce0a174197ab659987e053a4bf |
| 出典メモ | uspto-grants-2014_11 |