Azobisisobutyronitrile → Methyl 2-(bromomethyl)benzoate

HRID 50143

반응식

HRID 50143 반응식
[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH3:10].[Br:12]N1C(=O)CCC1=O.CC(N=NC(C#N)(C)C)(C#N)C>ClC(Cl)(Cl)Cl>[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][Br:12]

참가 물질

5

반응물 3

HCID 6547AzobisisobutyronitrileHCID 33094Methyl o-toluateHCID 67184N-bromobutanimide

생성물 1

HCID 2734813Methyl 2-(bromomethyl)benzoate

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

반응 조건

온도
0 °C

실험 절차

To a solution of 2-methylbenzoic acid methyl ester (33.0 g) in tetrachlorocarbon (440 ml) were added N-bromosuccinimide (43.0 g) and AIBN (2,2′-azobisisobutyronitrile, 361 mg) and the mixture was refluxed for 30 minutes. The reaction mixture was cooled down to 0° C. and cinnamoic acid that appeared were filtered off and the filtrate was concentrated. The residue was purified by distillation under reduced pressure to give the title compound having the following physical data (28.0 g, colorless oil).

후처리

  1. temperaturethe mixture was refluxed for 30 minutes
  2. filtrationcinnamoic acid that appeared were filtered off
  3. concentrationthe filtrate was concentrated
  4. distillationThe residue was purified by distillation under reduced pressure

출처 및 근거

ORD 기록
ord-a96861900862401e895e29ef678b6cde
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06710205B2

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