Azobisisobutyronitrile → 2-(4-Bromomethylphenyl)pyridine

HRID 458510ノート

反応式

HRID 458510 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][CH:8]=1.[Br:14]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>ClC(Cl)(Cl)Cl>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:8]=[CH:9][C:10]([CH2:13][Br:14])=[CH:11][CH:12]=1

参加物

5

反応物 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 782192-(p-Tolyl)pyridine

生成物 1

HCID 98875912-(4-Bromomethylphenyl)pyridine

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

4-(2-Pyridyl)toluene, 2 mL (1.98 g, 11.7 mmol), N-bromosuccinimide (NBS), 2.5 g (14.0 mmol), and α,α′-azobis(isobutyronitrile) (AIBN), 23 mg (0.14 mmol) were suspended in 35 mL tetrachloromethane, and refluxed for 24 hours. The product was filtered, and the solvent removed from the filtrate by rotary evaporation. Equal amounts of chloroform and water were added and the product extracted. The chloroform layer was separated and dried, and the solvent removed. 4-(2-Pyridyl)benzyl bromide, 2 g, was obtained as a sticky yellow solid.

後処理

  1. temperaturerefluxed for 24 hours
  2. filtrationThe product was filtered
  3. customthe solvent removed from the filtrate by rotary evaporation
  4. additionEqual amounts of chloroform and water were added
  5. extractionthe product extracted
  6. customThe chloroform layer was separated
  7. customdried
  8. customthe solvent removed

出典と根拠

ORDレコード
ord-aebe37f25c0e45598e5623c14797471c
出典データセット
uspto-grants-2007_03
特許番号
US07192918B2

反応ノート

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