6-Bromo-3-pyridinecarboxaldehyde → 5-Formylpyridine-2-carbonitrile
反応式
Br[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][N:3]=1.[C:10]([Cu])#[N:11]>CN(C=O)C.CCOC(C)=O>[CH:6]([C:5]1[CH:8]=[CH:9][C:2]([C:10]#[N:11])=[N:3][CH:4]=1)=[O:7]参加物
5
反応条件
- 温度
- 120 °C
実験手順
A mixture of 6-bromonicotinaldehyde (11.2 g, 60 mmol) and CuCN (8.06 g, 90 mmol) in DMF (100 mL) was heated at 120° C. for 3 h under N2. The mixture was cooled to rt and diluted with EtOAc and filtered through a pad of celite. The organic layer was washed with water and brine and then dried (MgSO4) and concentrated. The product 5-formylpicolinonitrile (4.55 g) was obtained by silica gel chromatography (elution with 0-20% EtOAc/Hex).
後処理
- temperatureThe mixture was cooled to rt
- filtrationfiltered through a pad of celite
- washThe organic layer was washed with water and brine
- dry with materialdried (MgSO4)
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-8a31acb7d00c4063a1921603f3e1759e
- 出典データセット
- uspto-grants-2014_05
- 特許番号
- US08729071B2
反応ノート
読み込み中…