2-Bromo-5-fluorotoluene → 4-Fluoro-2-methylbenzonitrile

HRID 417797

반응식

HRID 417797 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[CH3:9].[C:10]([Cu])#[N:11]>CN(C=O)C.O>[F:8][C:5]1[CH:6]=[CH:7][C:2]([C:10]#[N:11])=[C:3]([CH3:9])[CH:4]=1

참가 물질

5

반응물 2

HCID 967432-Bromo-5-fluorotolueneHCID 178418546HCID 178418546, 화합물

생성물 1

HCID 38260554-Fluoro-2-methylbenzonitrile수율 60%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

A mixture of 2-bromo-5-fluorotoluene (2) (3.5 g, 18.5 mmol) and CuCN (2 g, 22 mmol) in DMF (100 mL) was refluxed for 24 hours. The reaction was diluted with water and extracted with hexane. The organics were dried over MgSO4 and the solvent removed to give product 3 (yield 60%). 1H-NMR (400 MHz, CDCl3): δ 7.60 (dd, J=5.6, 8.8 Hz, 1H), 6.93-7.06 (m, 2H), 2.55 (s, 3H).

후처리

  1. temperaturewas refluxed for 24 hours
  2. extractionextracted with hexane
  3. dry with materialThe organics were dried over MgSO4
  4. customthe solvent removed

출처 및 근거

ORD 기록
ord-cf5b6213d93942519cca961bdd767c9f
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093236B2

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