Water → 5-Methylpicolinonitrile
反応式
F[C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][N:3]=1.[C-:9]#[N:10].[Na+].O>CS(C)=O>[CH3:8][C:5]1[CH:6]=[CH:7][C:2]([C:9]#[N:10])=[N:3][CH:4]=1参加物
5
実験手順
A solution of 2-fluoro-5-methylpyridine (CAN: 2369-19-9, 10 g, 90 mmol) and sodium cyanide (8.8 g, 180 mmol) in DMSO (15 mL) was heated to 150° C. for 48 h. Then water was added, the resulting mixture was extracted with ethyl acetate (3×50 mL) and the combined extracts were washed with sodium hypochlorite solution and brine, dried over anhydrous sodium sulfate and evaporated. The residue was purified by column chromatography (silica gel, 40 g, 10% ethyl acetate in petroleum ether) to yield the title compound (3.2 g, 27 mmol, 30.1%) as yellow solid; MS (EI): m/e=119.1 [M+H]+.
後処理
- extractionthe resulting mixture was extracted with ethyl acetate (3×50 mL)
- washthe combined extracts were washed with sodium hypochlorite solution and brine
- dry with materialdried over anhydrous sodium sulfate
- customevaporated
- customThe residue was purified by column chromatography (silica gel, 40 g, 10% ethyl acetate in petroleum ether)
出典と根拠
- ORDレコード
- ord-94eb4c8212f740ca89f8f222a1a76071
- 出典データセット
- uspto-grants-2016_04
- 特許番号
- US09321727B2
反応ノート
読み込み中…