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

HRID 505906

반응식

HRID 505906 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 (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 31 (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-13bb36c7418b4e5d806a5cdd5847ab70
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07781584B2

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