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

HRID 417797

反応式

HRID 417797 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 (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).

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-cf5b6213d93942519cca961bdd767c9f
出典データセット
uspto-grants-2012_01
特許番号
US08093236B2

関連ノート

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