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

HRID 576195노트

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HRID 576195 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

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온도
25 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-e5d80b4e94244175bee74194dca75c47
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09035063B2

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