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

HRID 505906

反応式

HRID 505906 の反応式
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

参加物

5

反応物 2

HCID 967432-Bromo-5-fluorotolueneHCID 178418546HCID 178418546、化合物

生成物 1

HCID 38260554-Fluoro-2-methylbenzonitrile収率 60%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-13bb36c7418b4e5d806a5cdd5847ab70
出典データセット
uspto-grants-2010_08
特許番号
US07781584B2

関連ノート

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