Ethyl Acetate → 2-(2-Bromopyridin-4-YL)acetonitrile
반응식
[Br:1][C:2]1[CH:7]=[C:6]([CH2:8]OS(C)(=O)=O)[CH:5]=[CH:4][N:3]=1.[C-:14]#[N:15].[K+].C(OCC)(=O)C.C(=O)(O)[O-].[Na+]>C(O)C.O>[Br:1][C:2]1[CH:7]=[C:6]([CH2:8][C:14]#[N:15])[CH:5]=[CH:4][N:3]=1참가 물질
7
실험 절차
Methanesulfonic acid 2-bromo-pyridin-4-ylmethyl ester (4.24 g, 15.9 mmol) is added to a stirred solution of potassium cyanide (1.02 g, 15.1 mmol) in a mixture of ethanol (30 mL) and water (6 mL) at room temperature. After 72 hours, ethyl acetate (80 mL) and saturated aqueous sodium bicarbonate (40 mL) are added and phases are separated. The organic layer is washed with water (3×40 mL), dried over MgSO4, filtered and concentrated. The resulting residue is purified by silica gel chromatography eluting with a gradient of 0-60% ethyl acetate in heptane to afford (2-bromo-pyridin-4-yl)-acetonitrile (ES+ m/z 197.41; 199.40).
후처리
- customphases are separated
- washThe organic layer is washed with water (3×40 mL)
- dry with materialdried over MgSO4
- filtrationfiltered
- concentrationconcentrated
- customThe resulting residue is purified by silica gel chromatography
- washeluting with a gradient of 0-60% ethyl acetate in heptane
출처 및 근거
- ORD 기록
- ord-c417e6e0903f419786dfb7a16bc7de4c
- 출처 데이터셋
- uspto-grants-2015_06
- 특허 번호
- US09056858B2
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