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, 17 mmol). The reaction mixture was stirred at 90° C. for 1 h, cooled to rt and quenched with brine (50 mL). After extraction with EtOAc (3×100 mL), the organic layers were combined, 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 to rt
- customquenched with brine (50 mL)
- extractionAfter extraction with EtOAc (3×100 mL)
- washwashed 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-bdc28b5ce6e24691832732f0a37423ba
- 출처 데이터셋
- uspto-grants-2006_08
- 특허 번호
- US07087601B2
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