Sodium borohydride → (1-Chloroisoquinolin-5-yl)methanol
反応式
[Cl:1][C:2]1[C:11]2[CH:10]=[CH:9][CH:8]=[C:7]([CH:12]=[O:13])[C:6]=2[CH:5]=[CH:4][N:3]=1.[BH4-].[Na+]>CO>[Cl:1][C:2]1[C:11]2[C:6](=[C:7]([CH2:12][OH:13])[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1参加物
4
実験手順
A solution of 1-chloro-5-isoquinolinecarboxaldehyde (308 mg, 1.6 mmol) and sodium borohydride (NaBH4) (68 mg, 1.8 mmol) in MeOH (6 mL) was stirred at room temperature for 2 h. The reaction was quenched with water (2 mL) and concentrated in vacuo. The residue was suspended in CH2Cl2, washed with water, with brine and then dried over MgSO4 and evaporated. The residue was purified by column chromatography upon silica gel using hexanes-EtOAc (80:20 to 50:50) as eluant to give 1-chloro-5-(hydroxymethyl)isoquinoline (240 mg, 1.23 mmol) as a white solid.
後処理
- customThe reaction was quenched with water (2 mL)
- concentrationconcentrated in vacuo
- washwashed with water, with brine
- dry with materialdried over MgSO4
- customevaporated
- customThe residue was purified by column chromatography upon silica gel
出典と根拠
- ORDレコード
- ord-b3d412980bae4d8eaeeb27c270d38927
- 出典データセット
- uspto-grants-2001_06
- 特許番号
- US06248738B1
反応ノート
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