1H-Imidazole-4,5-dicarboxylic acid, 4,5-dimethyl ester → 1H-Imidazole-4,5-dimethanol

HRID 279846

Reaction equation

HRID 279846 reaction equation
[NH:1]1[C:5]([C:6](OC)=[O:7])=[C:4]([C:10](OC)=[O:11])[N:3]=[CH:2]1>O1CCCC1>[OH:7][CH2:6][C:5]1[N:1]=[CH:2][NH:3][C:4]=1[CH2:10][OH:11]

Participants

3

Reactant 1

HCID 768101H-Imidazole-4,5-dicarboxylic acid, 4,5-dimethyl ester

Product 1

HCID 5736291H-Imidazole-4,5-dimethanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Reflux dimethyl 4,5 imidazole dicarboxylate (1.8 g) in THF (tetrahydrofuran) with 2.5 equivalents of LAH lithium aluminum hydride). Neutralize with NH4Cl solution and filter. Concentrate the filtrate under vacumm and extract the product with ethanol. Remove the solvent, filtrate through alumina using a THF solvent to give the title compound.

Workup

  1. filtrationNeutralize with NH4Cl solution and filter
  2. concentrationConcentrate the filtrate under vacumm
  3. extractionextract the product with ethanol
  4. customRemove the solvent, filtrate through alumina using a THF solvent

Sources & evidence

ORD record
ord-12483586f11b49f08bb683b241c74f50
Source dataset
uspto-grants-1986_05
Patent number
US04587241

Linked notes

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