Sodium Cyanide → 2-(4-Bromo-2-fluorophenyl)acetonitrile
반응식
[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]=1참가 물질
4
반응 조건
- 온도
- 90 °C
실험 절차
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)+.
후처리
- 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)
출처 및 근거
- ORD 기록
- ord-57e9aff840d84b2daacf95eb7f45676b
- 출처 데이터셋
- uspto-grants-2006_08
- 특허 번호
- US07087601B2
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