Azobisisobutyronitrile → 3-(Bromomethyl)biphenyl

HRID 1422332노트

반응식

HRID 1422332 반응식
[C:1]1([C:7]2[CH:8]=[C:9]([CH3:13])[CH:10]=[CH:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:14]N1C(=O)CCC1=O.CC(N=NC(C#N)(C)C)(C#N)C>C(Cl)(Cl)(Cl)Cl>[Br:14][CH2:13][C:9]1[CH:8]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:12]=[CH:11][CH:10]=1

참가 물질

5

반응물 3

HCID 6547Azobisisobutyronitrile2회HCID 125643-MethylbiphenylHCID 67184N-bromobutanimide

생성물 1

HCID 38644053-(Bromomethyl)biphenyl

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

반응 조건

온도
70 °C

실험 절차

To a solution of 3-phenyltoluene (1.80 mL, 10.9 mmol) in carbon tetrachloride (50 mL) was added N-bromosuccinimide (2.124 g, 11.93 mmol) and the mixture heated to 70° C. AIBN (50 mg, 0.30 mmol) was added and the mixture refluxed for 30 mins. Additional AIBN was added (50 mg, 0.30 mmol) and the mixture refluxed for 16 hours. The reaction was cooled, filtered, and the solvent evaporated in vacuo. The residue was chromatographed (Silica gel, 5% EtOAc in hexanes) to afford the title compound as a white solid.

후처리

  1. temperaturethe mixture refluxed for 30 mins
  2. temperaturethe mixture refluxed for 16 hours
  3. temperatureThe reaction was cooled
  4. filtrationfiltered
  5. customthe solvent evaporated in vacuo
  6. customThe residue was chromatographed (Silica gel, 5% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-0bc455fdad6c4568b19c27e59f766821
출처 데이터셋
uspto-grants-2000_06
특허 번호
US06080870

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