Chlorine monoxide → 1,7-Dichloro-3-methylisoquinoline
反応式
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([CH3:13])[NH:8][C:9]2=O)=[CH:4][CH:3]=1.O(Cl)[Cl:15]>>[Cl:15][C:9]1[C:10]2[C:5](=[CH:4][CH:3]=[C:2]([Cl:1])[CH:11]=2)[CH:6]=[C:7]([CH3:13])[N:8]=1参加物
3
実験手順
A solution of 7-chloro-3-methyl-2H-isoquinoline-1-one (7.1 g, 36.7 mmol) in 100 mL of phosporous oxychloride is heated to 100° C. After 5 h, the solution is concentrated to dryness. The residue is dissolved in CH2Cl2. The solution is washed with H2O. The organic layer is dried over MgSO4, filtered and concentrated. The crude product is purified by column chromatography eluting with a gradient of 3% EtOAc/hexanes to 5% EtOAc/hexanes. The title compound is obtained as a white solid (6.0 g, 28 mmol). 1H NMR (CDCl3, 300 MHz) δ8.23 (s, 1H), 7.68 (m, 1H), 7.63 (m, 1H), 7.40 (s, 1H), 2.64 (s, 3H).
後処理
- concentrationthe solution is concentrated to dryness
- dissolutionThe residue is dissolved in CH2Cl2
- washThe solution is washed with H2O
- dry with materialThe organic layer is dried over MgSO4
- filtrationfiltered
- concentrationconcentrated
- customThe crude product is purified by column chromatography
- washeluting with a gradient of 3% EtOAc/hexanes to 5% EtOAc/hexanes
出典と根拠
- ORDレコード
- ord-5c72f8ccd0dc46f3b7fa0f57a18a6278
- 出典データセット
- uspto-grants-2009_11
- 特許番号
- US07612075B2
反応ノート
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