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

HRID 1806953ノート

反応式

HRID 1806953 の反応式
[Cl:1][C:2]1[CH:9]=[C:8]([F:10])[C:5]([CH2:6]Br)=[C:4]([F:11])[CH:3]=1.[C-:12]#[N:13].[K+]>C(O)C.O>[Cl:1][C:2]1[CH:9]=[C:8]([F:10])[C:5]([CH2:6][C:12]#[N:13])=[C:4]([F:11])[CH:3]=1

参加物

5

反応物 2

HCID 9032Potassium CyanideHCID 27735514-Chloro-2,6-difluorobenzyl bromide

生成物 1

HCID 27735722-(4-Chloro-2,6-difluorophenyl)acetonitrile収率 58.6%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

Step A To the solution of 4-chloro-2,6-difluorobenzyl bromide (Alfa) (2.5 g, 10 mmol) in ethanol (13 mL) and H2O (10 mL) was added KCN (1.75 g, 27 mmol). The reaction mixture was heated at 100° C. for 1 h. The mixture was cooled, and extracted with ethyl acetate. The organic layer was separated, washed with saturated aqueous NaHCO3 solution, brine, dried over MgSO4, and concentrated. The residue was purified by chromatography (EtOAc:hexanes=1:4) to give (4-chloro-2,6-difluoro-phenyl)-acetonitrile as a yellow oil (1.1 g, 57%).

後処理

  1. temperatureThe mixture was cooled
  2. extractionextracted with ethyl acetate
  3. customThe organic layer was separated
  4. washwashed with saturated aqueous NaHCO3 solution, brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated
  7. customThe residue was purified by chromatography (EtOAc:hexanes=1:4)

出典と根拠

ORDレコード
ord-3598869d53b24274aa7588b42cf789f2
出典データセット
uspto-grants-2013_01
特許番号
US08354444B2

反応ノート

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