反応式
C1(C)C=CC=CC=1.[H-].C([Al+]CC(C)C)C(C)C.C([O:20][C:21]([C:23]1[CH:28]=[CH:27][C:26]([O:29][CH:30]([F:32])[F:31])=[CH:25][N:24]=1)=O)C.[BH4-].[Na+].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>CO.C1COCC1>[F:32][CH:30]([F:31])[O:29][C:26]1[CH:27]=[CH:28][C:23]([CH2:21][OH:20])=[N:24][CH:25]=1参加物
8
反応条件
- 温度
- 0 °C
実験手順
A toluene solution (13.8 mL, 13.8 mmols) of 1N diisobutylaluminium hydride was added to a THF solution (40 mL) of 2-ethoxycarbonyl-5-difluoromethoxypyridine (1.0 g, 4.6 mols) and stirred at 0° C. for 40 minutes. Successively sodium borohydride (174 mg, 4.6 mmols) and methanol (2 mL) were added and stirred at 0° C. for 30 minutes. Sodium sulfate decahydrate was added to the reaction liquid and stirred overnight at room temperature. Filtering the insoluble matter with Celite, the solvent was concentrated under reduced pressure. The residue was purified on silica gel column chromatography (C-300, hexane:ethyl acetate=3:2-2:3) to provide the title compound (738 mg, 87%).
後処理
- stirringstirred at 0° C. for 30 minutes
- stirringstirred overnight at room temperature
- filtrationFiltering the insoluble matter with Celite
- concentrationthe solvent was concentrated under reduced pressure
- customThe residue was purified on silica gel column chromatography (C-300, hexane:ethyl acetate=3:2-2:3)
出典と根拠
- ORDレコード
- ord-2b2063a5771f49eaa882928ed87a2712
- 出典データセット
- uspto-grants-2010_06
- 特許番号
- US07732456B2
関連ノート
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