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

HRID 1516607

반응식

HRID 1516607 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)methanone

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-1H-imidazol-5-yl)methanol, (Intermediate 2) (2.3 g, 5.18 mmol) in CH2Cl2 (40 mL) was treated with manganese(IV) oxide, activated (commercially available from Aldrich): MnO2 (4.5 g, 52 mmol) at rt. The mixture was heated to 60° C. for 2 h. The mixture was then cooled to rt 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)(1-trityl-1H-imidazol-5-yl)methanone, (Intermediate 3) (2.2 g, 96%).

후처리

  1. customat rt
  2. temperatureThe mixture was then cooled to rt
  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-caca0991eebb49049c8c382f779bf8ad
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08227499B2

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