Water → 3-Bromo-2-(difluoromethoxy)-5-methylpyridine
反応式
[Br:1][C:2]1[C:3]([OH:9])=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1.[F:10][C:11]([F:19])(S(F)(=O)=O)C(O)=O.C(=O)([O-])[O-].[Na+].[Na+].O>C(#N)C>[Br:1][C:2]1[C:3]([O:9][CH:11]([F:19])[F:10])=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1参加物
6
実験手順
To a solution of 3-bromo-5-methylpyridin-2-ol (25.0 g, 0.13 mol) in ACN (100 mL) was added 2,2-difluoro-2-(fluorosulfonyl)acetic acid (23.7 g, 0.13 mol) and sodium carbonate (28.2 g, 0.270 mol). The reaction mixture was stirred at room temperature overnight. Water was added to the reaction mixture, and the reaction mixture was extracted with DCM. The combined organic layers were dried (Na2SO4), and the solvent was removed under reduced pressure. Purification (FCC, SiO2, 0-10%, EtOAc/hexanes) afforded the title compound as an off-white solid (22 g, 70%). M+H]=238.09/240.09.
後処理
- extractionthe reaction mixture was extracted with DCM
- dry with materialThe combined organic layers were dried (Na2SO4)
- customthe solvent was removed under reduced pressure
- customPurification (FCC, SiO2, 0-10%, EtOAc/hexanes)
出典と根拠
- ORDレコード
- ord-12aeb3dfb9cb42a7816848d2b508c726
- 出典データセット
- uspto-grants-2015_05
- 特許番号
- US09040692B2
反応ノート
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