Sodium Cyanide → 2-(4-Bromo-2-fluorophenyl)acetonitrile
反応式
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[C:4]([F:10])[CH:3]=1.[C-:11]#[N:12].[Na+]>CN(C=O)C>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][C:11]#[N:12])=[C:4]([F:10])[CH:3]=1参加物
4
反応条件
- 温度
- 90 °C
実験手順
To a stirred solution of 4-bromo-2-fluoro benzyl bromide (1.5 g, 5.6 mmol) in DMF (50 mL) was added sodium cyanide (0.8 g, 16.8 mmol). The reaction was stirred at 90° C. for 1 h, and cooled at rt. After quenching with brine (50 mL) and diluted with EtOAc (100 mL), the EtOAc layer was washed with brine (50 mL), dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by flash chromatography (silica gel, hexanes:EtOAc 5:1) to afford 4-bromo-2-fluoro benzyl cyanide as yellow solid. MS (ESI) 307 (M+H)+.
後処理
- temperaturecooled at rt
- customAfter quenching with brine (50 mL)
- additiondiluted with EtOAc (100 mL)
- washthe EtOAc layer was washed with brine (50 mL)
- dry with materialdried (MgSO4)
- filtrationfiltered
- concentrationconcentrated in vacuo
- customThe residue was purified by flash chromatography (silica gel, hexanes:EtOAc 5:1)
出典と根拠
- ORDレコード
- ord-57e9aff840d84b2daacf95eb7f45676b
- 出典データセット
- uspto-grants-2006_08
- 特許番号
- US07087601B2
反応ノート
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