2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 6-Chloro-1,2-dihydroisoquinolin-1-one
反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][CH2:6][CH2:5]2.C(C1C(=O)C(Cl)=C(Cl)C(=O)C=1C#N)#N>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][CH:6]=[CH:5]2参加物
4
実験手順
A mixture of 6-chloro-3,4-dihydro-2H-isoquinolin-1-one (181.5 mg, 1 mmol, intermediate A-2) and DDQ (227 mg, 1 mmol) in dioxane (3 mL) was refluxed overnight. After cooling to room temperature, the reaction mixture was treated with satd. aq. NaHCO3 solution, and then extracted with ethyl acetate (2×10 mL). The organic layers were dried over anhy. Na2SO4, filtered, and concentrated in vacuo to afford a crude product which was then purified by silica gel flash chromatography to give title compound (108 mg, 60%) as a white solid. MS: 180.0 (M+H+).
後処理
- temperaturewas refluxed overnight
- additionthe reaction mixture was treated with satd
- extractionaq. NaHCO3 solution, and then extracted with ethyl acetate (2×10 mL)
- customThe organic layers were dried over anhy
- filtrationNa2SO4, filtered
- concentrationconcentrated in vacuo
- customto afford a crude product which
- customwas then purified by silica gel flash chromatography
出典と根拠
- ORDレコード
- ord-b89328687a254522841fc18e5b893c07
- 出典データセット
- uspto-grants-2015_09
- 特許番号
- US09133158B2
反応ノート
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