HCID 23444980、化合物 → 1-(3,4-dichloro-phenyl)-1H-imidazole-4-carbaldehyde

HRID 433589ノート

反応式

HRID 433589 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[CH:13]=[C:12]([CH2:14][OH:15])[N:11]=[CH:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]>C1COCC1.O.[O-2].[Mn+4].[O-2]>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[CH:13]=[C:12]([CH:14]=[O:15])[N:11]=[CH:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

参加物

5

反応物 1

HCID 23444980HCID 23444980、化合物

生成物 1

HCID 234451021-(3,4-dichloro-phenyl)-1H-imidazole-4-carbaldehyde収率 25%

試薬・触媒・溶媒 3

HCID 178418406HCID 178418406、化合物触媒2 回HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of [1-(3,4-dichloro-phenyl)-1H-imidazol-4-yl]-methanol (10.8 g, 44.3 mmol) in a mixture of THF (270 ml) and H2O (30 ml) was treated with manganese(IV) oxide (5 g, 57.5 mmol) and the mixture was refluxed for 4 h. A second portion of manganese(IV) oxide (1.5 g) was added and reflux continued for 1.5 h. The mixture was filtered over Celite, and the residue was washed with MeOH. Toluene was added to the filtrate, and the H2O was removed azeotropically. The brown residue was taken up in CH2Cl2 and upon standing white crystals formed. Filtration afforded 1-(3,4-dichloro-phenyl)-1H-imidazole-4-carbaldehyde (2.5 g, 25%). MS: m/e=240.0 (M+).

後処理

  1. temperaturethe mixture was refluxed for 4 h
  2. temperaturereflux
  3. filtrationThe mixture was filtered over Celite
  4. washthe residue was washed with MeOH
  5. additionToluene was added to the filtrate
  6. customthe H2O was removed azeotropically
  7. customformed
  8. filtrationFiltration

出典と根拠

ORDレコード
ord-3aa0899d661c43edbead54ca0c6dcc13
出典データセット
uspto-grants-2003_12
特許番号
US06667335B2

反応ノート

読み込み中…