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

HRID 615502

반응식

HRID 615502 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-2569c3f546b44b4096345dbd2046f631
출처 데이터셋
uspto-grants-1985_02
특허 번호
US04499299

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