Azobisisobutyronitrile → Methyl 4-(bromomethyl)-4'-nitrobiphenyl-3-carboxylate

HRID 403698

반응식

HRID 403698 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=2)=[CH:4][C:3]=1[C:17]([O:19][CH3:20])=[O:18].CC(N=NC(C#N)(C)C)(C#N)C.C1C(=O)N([Br:40])C(=O)C1>C(Cl)(Cl)(Cl)Cl>[Br:40][CH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]([N+:14]([O-:16])=[O:15])=[CH:12][CH:13]=2)=[CH:4][C:3]=1[C:17]([O:19][CH3:20])=[O:18]

참가 물질

5

반응물 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 67307694Methyl 4-methyl-4'-nitrobiphenyl-3-carboxylate

생성물 1

HCID 67306641Methyl 4-(bromomethyl)-4'-nitrobiphenyl-3-carboxylate

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

반응 조건

온도
80 °C

실험 절차

The compound of example 3 (5.7 g, 0.021 mol) was dissolved in carbon tetrachloride (125 mL). AIBN (350 mg) and NBS (4.1 g, 0.0231 mol) were added and the reaction mixture was refluxed at 80° C. After completion of the reaction, the reaction mixture was cooled to room temperature and filtered through celite. The filtrate was concentrated to obtain a crude material containing 85% mono bromo and 10% dibromo product and 5% starting material. The crude was used directly without purification for the preparation of the compound of example 5.

후처리

  1. customAfter completion of the reaction
  2. temperaturethe reaction mixture was cooled to room temperature
  3. filtrationfiltered through celite
  4. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-7566dc0364ba4d0e8bd6b284ae59ec52
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748426B2

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