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

HRID 1806953노트

반응식

HRID 1806953 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-3598869d53b24274aa7588b42cf789f2
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354444B2

반응 노트

불러오는 중…