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Allyl iodide → 7-fluoro-1-(2-propen-1-yl)-2(1H)-quinoxalinone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Allyl iodide | HCID 11166 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 6-Fluoro-1,2-dihydroquinoxalin-2-one | HCID 12686386 | — |
| 反応物 | 7-fluoroquinoxalin-2(1H)-one | HCID 21727534 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 7-fluoro-1-(2-propen-1-yl)-2(1H)-quinoxalinone | HCID 68816737 | — |
反応手順
A 1:2 mixture of 7-fluoro-2(1H)-quinoxalinone and 6-fluoro-2(1H)-quinoxalinone (20 g, 0.122 mol) in dry DMF (250 ml) and anhydrous potassium carbonate (50.5 g, 0.38 mol) was treated with allyl iodide (12.3 ml, 0.134 mol) and the mixture was stirred at rt for 2 hours. The reaction mixture was evaporated to dryness, water was added and the mixture was extracted (3×) with DCM, washed with water, dried (sodium sulphate) and evaporated. It was chromatographed, twice, on silica gel, eluting with 0-40% ethyl acetate-hexane. The early fractions gave 7-fluoro-1-(2-propen-1-yl)-2(1H)-quinoxalinone (4.7 g) [later fractions contained the isomeric 6-fluoro-isomer (6.7 g)].
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08071592B2 |
| 出典データセット | uspto-grants-2011_12 |
| ORD ID | ord-4552e6b93cb24edeb2e5d73173959c23 |
| 出典メモ | uspto-grants-2011_12 |