Hydrogen Peroxide → [3-(4-Bromo-benzyl)-3H-imidazol-4-YL]-methanol

HRID 987198

Reaction equation

HRID 987198 reaction equation
[Br:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][N:7]2[C:11]([CH2:12][OH:13])=[CH:10][N:9]=[C:8]2S)=[CH:4][CH:3]=1.OO.[OH-].[Na+]>CO.O[W](O)(=O)=O>[Br:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][N:7]2[C:11]([CH2:12][OH:13])=[CH:10][N:9]=[CH:8]2)=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 178519844HCID 178519844, compound

Product 1

HCID 10199227[3-(4-Bromo-benzyl)-3H-imidazol-4-YL]-methanolYield 82.4%

Reagents, catalysts & solvents 2

HCID 1152Tungstic acidCatalystHCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

1-(4-Bromobenzyl)-2-mercapto-5-hydroxymethylimidazole(1.5 g, 5 mmol) and tungstic acid(12.5 mg, 1 mol %) were suspended in 7 ml of methanol. The suspension was warmed to 40° C. and then, 30% hydrogen peroxide was slowly added dropwise. After about 2 hours, the mixture was cooled and neutralized with 1 N sodium hydroxide solution, and the precipitate was filtered. The obtained solid was washed twice with 5 ml of distilled water and 5 ml of isopropyl ether, respectively, to give 1.1 g(Yield 82%) of the title compound as a white powder.

Workup

  1. temperaturethe mixture was cooled
  2. filtrationthe precipitate was filtered
  3. washThe obtained solid was washed twice with 5 ml of distilled water and 5 ml of isopropyl ether

Sources & evidence

ORD record
ord-0cd13cdc1482418189e4b7faf9558634
Source dataset
uspto-grants-2003_10
Patent number
US06630593B1

Linked notes

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