Sodium Cyanide → (4-Fluoro-2,6-dimethyl-phenyl)-acetonitrile
反応式
[CH3:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[C:6]([CH3:11])[C:3]=1[CH2:4]Br.[C-:12]#[N:13].[Na+]>C(O)C.O>[F:10][C:8]1[CH:9]=[C:2]([CH3:1])[C:3]([CH2:4][C:12]#[N:13])=[C:6]([CH3:11])[CH:7]=1参加物
4
実験手順
A solution of 1.86 g (9 mmol) 2,6-dimethyl-4-fluoro-benzyl bromide and 0.420 g (9 mmol) sodium cyanide in 21 ml ethanol/water 6:1 was heated to reflux for 4h. The cooled reaction mixture was concentrated and extracted with ethyl acetate. The combined extracts were washed with brine, dried over Na2SO4, filtered and evaporated. Filtration of the residue through a silica gel pad with heptane/ethyl acetate 1:1 provided (4-fluoro-2,6-dimethyl-phenyl)-acetonitrile as colourless solid: MS (EI): 163.1 (M+.), 148.1 ((M-CH3)+.), 136.1 ((M-HCN)+., 100%).
後処理
- temperatureto reflux for 4h
- customThe cooled reaction mixture
- concentrationwas concentrated
- extractionextracted with ethyl acetate
- washThe combined extracts were washed with brine
- dry with materialdried over Na2SO4
- filtrationfiltered
- customevaporated
- filtrationFiltration of the residue through a silica gel pad with heptane/ethyl acetate 1:1 provided (4-fluoro-2,6-dimethyl-phenyl)-acetonitrile as colourless solid
出典と根拠
- ORDレコード
- ord-5d0223a8eac8424f8f1fabe3869f7d23
- 出典データセット
- uspto-grants-2011_01
- 特許番号
- US07875645B2
反応ノート
読み込み中…