Water → 4-Chloro-1-(2-chloro-4-iodobenzyl)-2-methylimidazole-5-carbaldehyde

HRID 1828811ノート

反応式

HRID 1828811 の反応式
[Cl:1][C:2]1[NH:6][C:5]([CH3:7])=[N:4][C:3]=1[CH:8]=[O:9].C(=O)([O-])[O-].[K+].[K+].[Cl:16][C:17]1[CH:24]=[C:23]([I:25])[CH:22]=[CH:21][C:18]=1[CH2:19]Br.O>CN(C)C=O.[Cl-].[Na+].O>[Cl:1][C:2]1[N:6]=[C:5]([CH3:7])[N:4]([CH2:19][C:18]2[CH:21]=[CH:22][C:23]([I:25])=[CH:24][C:17]=2[Cl:16])[C:3]=1[CH:8]=[O:9]

参加物

7

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 20061014HCID 20061014、化合物HCID 220586831-(Bromomethyl)-2-chloro-4-iodobenzene

生成物 1

HCID 155242134-Chloro-1-(2-chloro-4-iodobenzyl)-2-methylimidazole-5-carbaldehyde

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

To a solution of 5-chloro-2-methylimidazole-4-carbaldehyde (433 mg) in N,N-dimethylformamide (4.3 ml) were added potassium carbonate powder (616 mg) and 2-chloro-4-iodobenzyl bromide (1.2 equivalents) under ice-cooling and the mixture was stirred at room temperature for 2.5 hr. To the reaction mixture were added water and saturated brine, and the resulting product was extracted twice with ethyl acetate. The organic layers were combined, washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=5/1) to give 4-chloro-1-(2-chloro-4-iodobenzyl)-2-methylimidazole-5-carbaldehyde (1.01 g) as a white powder.

後処理

  1. temperaturecooling
  2. extractionthe resulting product was extracted twice with ethyl acetate
  3. washwashed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated
  6. customthe residue was purified by silica gel column chromatography (hexane/ethyl acetate=5/1)

出典と根拠

ORDレコード
ord-d1c549416f19477283c7bc6406b9439c
出典データセット
uspto-grants-2006_06
特許番号
US07060721B1

反応ノート

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