Azobisisobutyronitrile → 3-(Bromomethyl)-1-benzothiophene

HRID 1272222

反応式

HRID 1272222 の反応式
[CH3:1][C:2]1[C:3]2[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=2[S:5][CH:6]=1.C1C(=O)N([Br:18])C(=O)C1.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[Br:18][CH2:1][C:2]1[C:3]2[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=2[S:5][CH:6]=1

参加物

5

反応物 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 738173-Methylbenzo[b]thiophene

生成物 1

HCID 112646413-(Bromomethyl)-1-benzothiophene収率 42.2%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

3-Methylbenzo[b]thiophene (9.9 g, 67 mmol) is heated in carbon tetrachloride (133 ml) to near reflux in the presence of n-bromosuccinimide (11.9 g, 67 mmol, 1.0 eq.). 2,2′Azobisisobutyronitrile (2.2 g, 13.3 mmol, 0.2 eq.) is added and the resulting mixture is refluxed for two hours. After cooling, the reaction mixture is filtered through a glass-fritted funnel, and the filtrate is concentrated. The residue is triturated with petroleum ether and toluene to afford 6.42 g of 3-Bromomethylbenzo[b]thiophene (42%).

後処理

  1. temperaturethe resulting mixture is refluxed for two hours
  2. temperatureAfter cooling
  3. filtrationthe reaction mixture is filtered through a glass-fritted funnel
  4. concentrationthe filtrate is concentrated
  5. customThe residue is triturated with petroleum ether and toluene

出典と根拠

ORDレコード
ord-60dcc74147ce49ca9e0d702b0b0b53ad
出典データセット
uspto-grants-2007_04
特許番号
US07208505B2

関連ノート

読み込み中…