Ethanol → 1H-Imidazole-4,5-dimethanol, 2-phenyl-

HRID 1112482Notes

Reaction equation

HRID 1112482 reaction equation
[C:1]1([C:7]2[NH:8][CH:9]=[CH:10][N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:12]=[O:13].[OH-].[K+].[CH2:16]([OH:18])C>>[C:1]1([C:7]2[NH:11][C:10]([CH2:16][OH:18])=[C:9]([CH2:12][OH:13])[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 4

HCID 702EthanolHCID 712FormaldehydeHCID 14797Potassium HydroxideHCID 695912-Phenylimidazole

Product 1

HCID 1091151H-Imidazole-4,5-dimethanol, 2-phenyl-Yield 92%

Procedure

Twenty nine grams (0.2 mole) of 2-phenylimidazole, 19 g (0.6 mole) of paraformaldehyde, 5.6 g (0.1 mole) of potassium hydroxide and 50 ml of ethanol were heated under reflux for 1.5 hours with stirring, cooled, and post-treated in the same way as in Example 1, to afford somewhat pale brown 2-phenyl-4,5-dihydroxymethyl imidazole as a final product in an amount of 37.8 g (yield 92%).

Workup

  1. temperatureunder reflux for 1.5 hours
  2. temperaturecooled
  3. additionpost-treated in the same way as in Example 1

Sources & evidence

ORD record
ord-2a0a7405c2cd4629bcfaafece67aebcf
Source dataset
uspto-grants-1978_10
Patent number
US04122277

Reaction notes

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