Dimethylformamide → 2-(3-Fluoro-2-hydroxyphenyl)acetonitrile
反応式
[F:1][C:2]1[C:7](CO)=[CH:6][CH:5]=[CH:4][C:3]=1[OH:10].[C-:11]#N.[Na+].C[N:15]([CH3:18])C=O>O>[F:1][C:2]1[C:3]([OH:10])=[C:4]([CH2:11][C:18]#[N:15])[CH:5]=[CH:6][CH:7]=1参加物
5
実験手順
A solution of 4.89 g of 2-fluoro-hydroxymethylphenol and 2.08 g of sodium cyanide in 120 ml of N,N-dimethylformamide is stirred at 120° C. over 24 hours. The reaction mixture is cooled, diluted with water and concentrated by evaporation. The residue is diluted with water and neutralized with conc. acetic acid (cautionl hydrocyanic acid). The mixture is extracted with dichloromethane (3×). The combined organic phases are washed with water and brine, dried over sodium sulphate and concentrated by evaporation. The title compound is obtained as a violet solid from the residue by means of flash chromatography (SiO2 60F). Rf=0.32 (1:2 EtOAc-heptane); Rt=3.12.
後処理
- temperatureThe reaction mixture is cooled
- concentrationconcentrated by evaporation
- additionThe residue is diluted with water and neutralized with conc. acetic acid (cautionl hydrocyanic acid)
- extractionThe mixture is extracted with dichloromethane (3×)
- washThe combined organic phases are washed with water and brine
- dry with materialdried over sodium sulphate
- concentrationconcentrated by evaporation
出典と根拠
- ORDレコード
- ord-fdfafa95938d4259bf062e630c068ea4
- 出典データセット
- uspto-grants-2010_09
- 特許番号
- US07790715B2
反応ノート
読み込み中…