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

HRID 1028191

反応式

HRID 1028191 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-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%).

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-c45a482b5fd34f4d9eec292f8ecdaef2
出典データセット
uspto-grants-2014_05
特許番号
US08735438B2

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