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

HRID 1828811노트

반응식

HRID 1828811 반응식
[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]

참가 물질

7

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 20061014HCID 20061014, 화합물HCID 220586831-(Bromomethyl)-2-chloro-4-iodobenzene

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 57417360Sodium chloride; water용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-d1c549416f19477283c7bc6406b9439c
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07060721B1

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