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

HRID 731927노트

반응식

HRID 731927 반응식
[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

참가 물질

5

반응물 2

HCID 67184N-bromobutanimide2회HCID 23112239Ethyl 2-methylbiphenyl-4-carboxylate

생성물 1

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

시약·촉매·용매 2

HCID 6547Azobisisobutyronitrile촉매HCID 5943Carbon Tetrachloride용매

반응 조건

온도
90 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-145528f9e8a64739a3104fd160de4055
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585878B2

반응 노트

불러오는 중…