[5-Methyl-2-(3-methylphenyl)-1H-imidazol-4-yl]methanol → 4-Methyl-2-(3-methylphenyl)-1H-imidazole-5-carboxaldehyde

HRID 1863420Notes

Reaction equation

HRID 1863420 reaction equation
[CH3:1][C:2]1[NH:6][C:5]([C:7]2[CH:8]=[C:9]([CH3:13])[CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:14][OH:15]>[O-2].[O-2].[Mn+4].C(Cl)Cl>[CH3:1][C:2]1[NH:6][C:5]([C:7]2[CH:8]=[C:9]([CH3:13])[CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH:14]=[O:15]

Participants

4

Reactant 1

HCID 20291433[5-Methyl-2-(3-methylphenyl)-1H-imidazol-4-yl]methanol

Product 1

HCID 224119984-Methyl-2-(3-methylphenyl)-1H-imidazole-5-carboxaldehyde

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of 5-methyl-2-m-tolyl-4-imidazolemethanol (13.0 gm., 0.064 mole), activated manganese dioxide (65 gm.) and methylene chloride (200 ml.) is stirred at room temperature for 20 hours. The reaction mixture is then filtered, the solvent removed in vacuo to afford 9.1 gm. (0.045 mole) of peach-colored solid.

Workup

  1. filtrationThe reaction mixture is then filtered
  2. customthe solvent removed in vacuo
  3. customto afford 9.1 gm

Sources & evidence

ORD record
ord-b1a6e1542c0f4e1a8aba201cd4ab84df
Source dataset
uspto-grants-1979_09
Patent number
US04168964

Reaction notes

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