Azobisisobutyronitrile → Methyl 5-bromo-2-(bromomethyl)benzoate

HRID 730170

반응식

HRID 730170 반응식
[Br:1]N1C(=O)CCC1=O.CC(N=NC(C#N)(C)C)(C#N)C.[CH3:21][O:22][C:23](=[O:33])[C:24]1[CH:29]=[CH:28][CH:27]=[C:26](Br)[C:25]=1[CH2:31][Br:32]>C(Cl)(Cl)(Cl)Cl>[CH3:21][O:22][C:23](=[O:33])[C:24]1[CH:29]=[C:28]([Br:1])[CH:27]=[CH:26][C:25]=1[CH2:31][Br:32]

참가 물질

5

반응물 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 21907554Methyl 3-bromo-2-(bromomethyl)benzoate

생성물 1

HCID 12929136Methyl 5-bromo-2-(bromomethyl)benzoate

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

The mixture of 3- and 5-bromo-2-methylbenzoic acid methyl ester (35.79 g; 156 mmol) is dissolved in carbon tetrachloride (200 mL). To the solution is added N-bromosuccinimide (29.5 g; 166 mmol), followed by AIBN (54 mg) and the mixture was heated at reflux temperature for 20 hours. Then the mixture was cooled to room temperature and the succinimide was filtered from solution and rinsed with carbon tetrachloride. The solvent was evaporated to yield a mixture of the title compound and 3-bromo-2-bromomethylbenzoic acid methyl ester (48.1 g; crude mass).

후처리

  1. temperaturethe mixture was heated
  2. temperatureat reflux temperature for 20 hours
  3. filtrationthe succinimide was filtered from solution
  4. washrinsed with carbon tetrachloride
  5. customThe solvent was evaporated
  6. customto yield

출처 및 근거

ORD 기록
ord-53d15ff730b04c17928a0a6c7177c10c
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07582667B2

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