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

HRID 600935

反応式

HRID 600935 の反応式
[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]

参加物

5

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 14801Manganese dioxide触媒HCID 178418406HCID 178418406、化合物触媒HCID 6344Dichloromethane溶媒

反応条件

温度
60 °C

実験手順

A mixture of (2,3-dimethylphenyl)(1-trityl-lH-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)(l-trityl-lH-imidazol-5-yl)methanone, (Intermediate 7), 1.48 g, (62%).

後処理

  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

出典と根拠

ORDレコード
ord-996a1e790fa240478418703e18d7c9c9
出典データセット
uspto-grants-2011_03
特許番号
US07902247B2

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