Potassium Cyanide → 2-(4-Bromo-2,6-difluorophenyl)acetonitrile

HRID 1050057ノート

反応式

HRID 1050057 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([F:11])[C:5]([CH2:9]Br)=[C:6]([F:8])[CH:7]=1.[C-:12]#[N:13].[K+]>CN(C=O)C.O>[Br:1][C:2]1[CH:3]=[C:4]([F:11])[C:5]([CH2:9][C:12]#[N:13])=[C:6]([F:8])[CH:7]=1

参加物

5

反応物 2

HCID 9032Potassium CyanideHCID 27733055-Bromo-2-(bromomethyl)-1,3-difluorobenzene

生成物 1

HCID 27733112-(4-Bromo-2,6-difluorophenyl)acetonitrile収率 45.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
25 °C

実験手順

To a solution of 5-bromo-2-(bromomethyl)-1,3-difluorobenzene (1.6 g, 5.60 mmol) in DMF (20 mL) was added KCN (0.401 g, 6.16 mmol). The resulting mixture was stirred at 25° C. for 16 h. The mixture was dissolved in H2O (50 mL) and extracted by EA (50 mL). The organic layer was dried over Na2SO4, filtered and concentrated. The crude material was purified by silica column chromatography (PE/EA=3/1) to yield a white solid of 2-(4-bromo-2,6-difluorophenyl)acetonitrile (1.1 g, 2.57 mmol, 45.9% yield): 1H NMR (400 MHz, CD3OD) δ 7.39-7.36 (m, 2H), 3.89 (s, 2H).

後処理

  1. extractionextracted by EA (50 mL)
  2. dry with materialThe organic layer was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe crude material was purified by silica column chromatography (PE/EA=3/1)

出典と根拠

ORDレコード
ord-506c5231fdce4f0cb24d70be1c2776a7
出典データセット
uspto-grants-2016_07
特許番号
US09382238B2

反応ノート

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