Azobisisobutyronitrile → 1-Azido-4-(bromomethyl)benzene

HRID 647496

反応式

HRID 647496 の反応式
[N:1]([C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[CH:6][CH:5]=1)=[N+:2]=[N-:3].[Br:11]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[N:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][Br:11])=[CH:6][CH:5]=1)=[N+:2]=[N-:3]

参加物

5

反応物 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 1374301-Azido-4-methylbenzene

生成物 1

HCID 118166671-Azido-4-(bromomethyl)benzene収率 104.7%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

A mixture of p-azidotoluene (3.9 g), N-bromosuccinimide (5.5 g) and azobisisobutyronitrile (1.0 g) in carbon tetrachloride (30 ml) was heated under reflux in the dark under nitrogen for 18 h. The reaction mixture was allowed to cool to room temperature and the solvent was removed in vacuo. The residue was dissolved in ether (50 ml) and filtered. Evaporation of solvent gave an oil (6.5 g) which was chromatographed on silica gel (200 g, Merck 7734). Elution with petroleum ether (b.p.40°-60°) gave the title compound as an oil (2.37 g). I.R. (Neat) 2120 cm-1.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux in the dark under nitrogen for 18 h
  3. customthe solvent was removed in vacuo
  4. dissolutionThe residue was dissolved in ether (50 ml)
  5. filtrationfiltered
  6. customEvaporation of solvent

出典と根拠

ORDレコード
ord-40886f249d35446d8c2e81848d2ebd9e
出典データセット
uspto-grants-1983_10
特許番号
US04409213

関連ノート

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