Sodium Cyanide → 2-(6-Bromopyridin-3-yl)acetonitrile
반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]Br)=[CH:4][N:3]=1.[C-:10]#[N:11].[Na+]>CCO>[Br:1][C:2]1[N:3]=[CH:4][C:5]([CH2:8][C:10]#[N:11])=[CH:6][CH:7]=1참가 물질
4
실험 절차
A solution of 2-bromo-5-(bromomethyl)pyridine (example 40e) (6 g, 24 mmol) and NaCN (1.42 g, 29 mmol) in absolute EtOH (50 mL) was heated at 80° C. for 8 h. The mixture was then cooled to room temperature then evaporated. The residue was suspended in water and extracted with EtOAc. The organic phase was washed with brine, dried over MgSO4, filtered and evaporated. The residue was purified by chromatography on silica gel (5-30% EtOAc/hexanes) to give 2.89 g (63%) of 2-(6-Bromopyridin-3-yl)acetonitrile. 1H NMR (400 MHz, dMSO): δ 4.07 (s, 2H), 7.66-7.68 (d, 1H), 7.72-7.73 (dd, 1H), 8.36-8.37 (d, 1H).
후처리
- customthen evaporated
- extractionextracted with EtOAc
- washThe organic phase was washed with brine
- dry with materialdried over MgSO4
- filtrationfiltered
- customevaporated
- customThe residue was purified by chromatography on silica gel (5-30% EtOAc/hexanes)
출처 및 근거
- ORD 기록
- ord-1e6462edef2940cbab71ba63a4260208
- 출처 데이터셋
- uspto-grants-2010_11
- 특허 번호
- US07842324B2
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