反応式
[C:1]1([S:7]([N:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]([CH:19]=[O:20])=[CH:11]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>ClCCl>[C:1]1([S:7]([N:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]([CH2:19][OH:20])=[CH:11]2)(=[O:8])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1参加物
実験手順
In a three necked round bottom flask equipped with pressure equalizing funnel, 1-Benzenesulfonyl-1H-indole-3-carboxaldehyde (D1, 2.86 g, 0.01 mole) and dichloromethane (8 mL) were taken. Sodiumborohydride (0.005-0.01 mole) was added slowly at room temperature and the reaction mixture was stirred well for next 3-4 hours. After the completion of reaction (TLC, 3-5 hours), the product was isolated by distillation under reduced pressure. The residue was extracted with ethyl acetate (2×25 mL). The combined organic extracts were washed with water, followed by brine, dried over anhydrous sodium sulfate. The organic layer was evaporated under vacuum. The residue was generally an oily liquid, which was isolated and purified by flash chromatography (silica gel, EtOAc/Hexane, 2/8) to afford the title compound, which was identified by IR, NMR and mass spectral analyses.
後処理
- customIn a three necked round bottom flask equipped with pressure
- customAfter the completion of reaction (TLC, 3-5 hours)
- customthe product was isolated by distillation under reduced pressure
- extractionThe residue was extracted with ethyl acetate (2×25 mL)
- washThe combined organic extracts were washed with water
- dry with materialdried over anhydrous sodium sulfate
- customThe organic layer was evaporated under vacuum
- customwhich was isolated
- custompurified by flash chromatography (silica gel, EtOAc/Hexane, 2/8)
出典と根拠
- ORDレコード
- ord-9ca9b0b001ad42f6888f802779050f34
- 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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