(2,3-Dimethylphenyl)(1-trityl-1H-imidazol-5-yl)methanol → (2,3-Dimethylphenyl)(1-trityl-1H-imidazol-5-yl)methanone

HRID 1028191

반응식

HRID 1028191 반응식
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]([C:11]1[N:15]([C:16]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:14]=[N:13][CH:12]=1)[OH:10]>C(Cl)Cl.[O-2].[Mn+4].[O-2].O=[Mn]=O>[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]([C:11]1[N:15]([C:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:14]=[N:13][CH:12]=1)=[O:10]

참가 물질

5

반응물 1

HCID 57437677(2,3-Dimethylphenyl)(1-trityl-1H-imidazol-5-yl)methanol

생성물 1

HCID 42631463(2,3-Dimethylphenyl)(1-trityl-1H-imidazol-5-yl)methanone수율 62%

시약·촉매·용매 3

HCID 14801Manganese dioxide촉매HCID 178418406HCID 178418406, 화합물촉매HCID 6344Dichloromethane용매

반응 조건

온도
60 °C

실험 절차

A mixture of (2,3-dimethylphenyl)(1-trityl-IH-imidazol-5-yl)methanol, (Intermediate 6) (2.4 g, 7.4 mmol) in CH2Cl2 (60 mL) was treated with manganese (IV) oxide, activated (commercially available from Aldrich): MnO2 (2.8 g, 32.3 mmol) at room temperature. The mixture was heated at 60° C. for 2 hours. The mixture was then cooled to room temperature and filtered through celite and the solvent was removed under vacuum. The residue was purified by MPLC with 3 to 5% MeOH:CH2Cl2 to give (2,3-dimethylphenyl)(I-trityl-IH-imidazol-5-yl)methanone, (Intermediate 7), 1.48 g, (62%).

후처리

  1. customat room temperature
  2. temperatureThe mixture was then cooled to room temperature
  3. filtrationfiltered through celite
  4. customthe solvent was removed under vacuum
  5. customThe residue was purified by MPLC with 3 to 5% MeOH

출처 및 근거

ORD 기록
ord-c45a482b5fd34f4d9eec292f8ecdaef2
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08735438B2

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