[5-Bromo-3-methyl-2-(3-trifluoromethoxy-phenyl)-3H-imidazol-4-yl]-methanol → 5-Bromo-3-methyl-2-(3-trifluoromethoxy-phenyl)-3H-imidazole-4-carbaldehyde

HRID 545363Notes

Reaction equation

HRID 545363 reaction equation
[Br:1][C:2]1[N:6]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([O:13][C:14]([F:17])([F:16])[F:15])[CH:8]=2)[N:4]([CH3:18])[C:3]=1[CH2:19][OH:20]>CCOC(C)=O.[O-2].[Mn+4].[O-2]>[Br:1][C:2]1[N:6]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([O:13][C:14]([F:17])([F:16])[F:15])[CH:8]=2)[N:4]([CH3:18])[C:3]=1[CH:19]=[O:20]

Participants

4

Reactant 1

HCID 67133350[5-Bromo-3-methyl-2-(3-trifluoromethoxy-phenyl)-3H-imidazol-4-yl]-methanol

Product 1

HCID 866260315-Bromo-3-methyl-2-(3-trifluoromethoxy-phenyl)-3H-imidazole-4-carbaldehyde

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

A solution of 2.80 g (8.0 mmol) of [5-bromo-3-methyl-2-(3-trifluoromethoxy-phenyl)-3H-imidazol-4-yl]-methanol in 120 ml of EtOAc was treated in small portions with 4.85 g (55.8 mmol) of manganese(IV) oxide; the reaction mixture was stirred at RT for 2 hours and at 50° C. for 5 hours, it was then cooled down to RT and filtered (with the aid of dicalite) and the solvents were evaporated to give 2.813 g (quant.) of the title compound as colorless oil. MS: 349.0 (MH+, 1Br).

Workup

  1. temperatureit was then cooled down to RT
  2. filtrationfiltered (with the aid of dicalite) and the solvents
  3. customwere evaporated

Sources & evidence

ORD record
ord-c45c67801fe64005b0285ccebca03b8d
Source dataset
uspto-grants-2011_05
Patent number
US07935707B2

Reaction notes

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