N-bromobutanimide → Ethyl 2-(bromomethyl)biphenyl-4-carboxylate

HRID 731927ノート

反応式

HRID 731927 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH:5]=[CH:4][C:3]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C1C(=O)N([Br:26])C(=O)C1>C(Cl)(Cl)(Cl)Cl.N(C(C)(C)C#N)=NC(C)(C)C#N>[Br:26][CH2:1][C:2]1[CH:7]=[C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH:5]=[CH:4][C:3]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

5

反応物 2

HCID 67184N-bromobutanimide2 回HCID 23112239Ethyl 2-methylbiphenyl-4-carboxylate

生成物 1

HCID 23112214Ethyl 2-(bromomethyl)biphenyl-4-carboxylate収率 758.3%

試薬・触媒・溶媒 2

HCID 6547Azobisisobutyronitrile触媒HCID 5943Carbon Tetrachloride溶媒

反応条件

温度
90 °C

実験手順

In 130 ml of carbon tetrachloride was dissolved 10 g of ethyl 2-methylbiphenyl-4-carboxylate, the whole was heated to 90° C. and then 1.0 g of NBS and 136 mg of 2,2′-azobisisobutyronitrile were added thereto. After the reaction solution was heated under reflux, 6.78 g of NBS was added thereto and the whole was heated under reflux for 1 hour and a half. After the reaction solution was cooled to room temperature, precipitate was removed by filtration, water was added to the filtrate, and the organic layer was extracted with carbon tetrachloride. After the resulting organic layer was dried over anhydrous magnesium sulfate, the solvent was removed by evaporation to obtain 13.6 g of ethyl 2-(bromomethyl)biphenyl-4-carboxylate as a white solid.

後処理

  1. temperatureAfter the reaction solution was heated
  2. temperatureunder reflux
  3. temperaturethe whole was heated
  4. temperatureunder reflux for 1 hour
  5. temperatureAfter the reaction solution was cooled to room temperature
  6. customprecipitate was removed by filtration, water
  7. additionwas added to the filtrate
  8. extractionthe organic layer was extracted with carbon tetrachloride
  9. dry with materialAfter the resulting organic layer was dried over anhydrous magnesium sulfate
  10. customthe solvent was removed by evaporation

出典と根拠

ORDレコード
ord-145528f9e8a64739a3104fd160de4055
出典データセット
uspto-grants-2009_09
特許番号
US07585878B2

反応ノート

読み込み中…