Methyl iodide → Methyl 6-bromo-3-methoxypicolinate
反応式
[Br:1][C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[C:5]([OH:12])=[CH:4][CH:3]=1.CI.[C:15]([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Br:1][C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[C:5]([O:12][CH3:15])=[CH:4][CH:3]=1参加物
5
実験手順
A mixture of methyl 6-bromo-3-hydroxypicolinate (10.0 g, 43.10 mmol), MeI (12.3 g, 86.66 mmol) and K2CO3 (12.0 g, 86.83 mmol) in DMF (100 mL) was stirred at RT overnight. Then the reaction mixture was concentrated, diluted with water and extracted with EtOAc. The organic layer was dried over Na2SO4 and concentrated to give methyl 6-bromo-3-methoxypicolinate (4.5 g, yield 42%). 1H-NMR (CDCl3, 400 MHz) δ 7.55 (d, J=8.8 Hz, 1H), 7.24 (d, J=8.8 Hz, 1H), 3.94 (s, 3H), 3.90 (s, 3H). MS (M+H)+: 246/248.
後処理
- concentrationThen the reaction mixture was concentrated
- additiondiluted with water
- extractionextracted with EtOAc
- dry with materialThe organic layer was dried over Na2SO4
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-a4171e8253404c1ea9a7c66a2bfccc15
- 出典データセット
- uspto-grants-2016_06
- 特許番号
- US09364482B2
反応ノート
読み込み中…