反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]=[O:11])=[CH:2]1.[H-].[Na+].[C:14]1([S:20](Cl)(=[O:22])=[O:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CN(C=O)C>[C:14]1([S:20]([N:1]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]([CH:10]=[O:11])=[CH:2]2)(=[O:22])=[O:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1参加物
実験手順
A stirred solution of 1H-indole-3-carboxaldehyde (1 g, 6.89 mmol), in DMF (25 mL) was treated with sodium hydride (0.357 g, 60% in mineral oil, 8.95 mmol) under nitrogen at room temperature, stirred for 30 minutes, treated with benzene sulfonyl chloride (1.09 mL, 8.25 mmol), stirred at room temperature for 3-5 hrs. After the completion of reaction (T. L. C.), the reaction mixture was quenched with 25 mL ice-cold water and diluted with 25 mL ethyl acetate. The organic phase was separated, washed sequentially with water and brine, dried over anhydrous MgSO4 and concentrated in vacuo. The resultant residue was purified by flash chromatography (silica gel, EtOAc/Hexane, 2/8) to afford the title compound as an off-white foam, which was latter identified by IR, NMR and mass spectral data.
後処理
- stirringstirred at room temperature for 3-5 hrs
- customAfter the completion of reaction (T. L. C.)
- customthe reaction mixture was quenched with 25 mL ice-cold water
- additiondiluted with 25 mL ethyl acetate
- customThe organic phase was separated
- washwashed sequentially with water and brine
- dry with materialdried over anhydrous MgSO4
- concentrationconcentrated in vacuo
- customThe resultant residue was purified by flash chromatography (silica gel, EtOAc/Hexane, 2/8)
出典と根拠
- ORDレコード
- ord-64850746bec343f087980e0bf6b98898
- 出典データセット
- uspto-grants-2011_01
- 特許番号
- US07875605B2
関連ノート
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