Azobisisobutyronitrile → Methyl 3-(4-(bromomethyl)phenyl)-2-propenoate

HRID 615502

反応式

HRID 615502 の反応式
[CH3:1][C:2]1[CH:13]=[CH:12][C:5]([CH:6]=[CH:7][C:8]([O:10][CH3:11])=[O:9])=[CH:4][CH:3]=1.[Br:14]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[Br:14][CH2:1][C:2]1[CH:13]=[CH:12][C:5]([CH:6]=[CH:7][C:8]([O:10][CH3:11])=[O:9])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 589472Methyl 3-(4-methylphenyl)-2-propenoate

生成物 1

HCID 53395294Methyl 3-(4-(bromomethyl)phenyl)-2-propenoate

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

A mixture of 3.0 g (17.03 mmol) of methyl 4-methylcinnamate, 3.33 g (18.73 mmol) of N-bromosuccinimide and 60 mg of 2,2'-azobis(2-methylpropionitrile) in 75 ml of carbon tetrachloride was heated to reflux with a heat lamp and stirred rapidly for 30 minutes. The reaction mixture was cooled to room temperature and filtered. The filtrate was evaporated to give the title compound as an oil which crystallized. NMR in CDCl3 (δ units): 3.80 (singlet, 3); 4.48 (singlet, 2); 6.44 and 7.67 (doublets, J=15 Hz, 1); 7.39, 7.49 (doublets, J=7 Hz, 2).

後処理

  1. temperaturewas heated
  2. temperatureto reflux with a heat lamp
  3. filtrationfiltered
  4. customThe filtrate was evaporated

出典と根拠

ORDレコード
ord-2569c3f546b44b4096345dbd2046f631
出典データセット
uspto-grants-1985_02
特許番号
US04499299

関連ノート

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