Azobisisobutyronitrile → HCID 57656325, 화합물

HRID 2041573노트

반응식

HRID 2041573 반응식
[CH3:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.C1C(=O)N([Br:25])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C>C(Cl)(Cl)(Cl)Cl.CC(N=NC(C#N)(C)C)(C#N)C>[C:12]([C:11]1[CH:14]=[CH:15][C:8]([C:6]([C:5]2[CH:4]=[CH:3][C:2]([CH2:1][Br:25])=[CH:17][CH:16]=2)=[O:7])=[CH:9][CH:10]=1)#[N:13]

참가 물질

6

반응물 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimide2회HCID 816842HCID 816842, 화합물

생성물 1

HCID 57656325HCID 57656325, 화합물수율 70.3%

시약·촉매·용매 2

HCID 6547Azobisisobutyronitrile촉매HCID 5943Carbon Tetrachloride용매

실험 절차

Heat a mixture of 4-(4-methyl-benzoyl)-benzonitrile (300 mg, 1.356 mmol), NBS (386 mg, 2.169 mmol), and AIBN (22 mg, 0.136 mmol) in carbon tetrachloride (10 mL) for 14 h at reflux. Add additional NBS (121 mg) and AIBN (11 mg) and reflux the mixture for 3 h. Cool the reaction mixture to ambient temperature and filter the mixture. Concentrate the filtrate in vacuo. Purify the crude mixture by chromatography on silica gel eluting sequentially with hexane and hexane/EtOAc (9:1) to provide the title compound as a solid (286 mg, 70%). GC-MS m/z: 300 (M+).

후처리

  1. temperatureHeat
  2. temperatureat reflux
  3. temperaturereflux the mixture for 3 h
  4. filtrationfilter the mixture
  5. concentrationConcentrate the filtrate in vacuo
  6. customPurify the crude mixture by chromatography on silica gel eluting sequentially with hexane and hexane/EtOAc (9:1)

출처 및 근거

ORD 기록
ord-173ca84e09064c919ad389f83cccec3a
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08580780B2

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