HCID 66693763, compound → HCID 84126197, compound

HRID 1808864Notes

Reaction equation

HRID 1808864 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:10]=[CH:11][N:12]([CH3:16])[C:13]=1[CH2:14][OH:15]>O1CCOCC1.O=[Mn]=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:10]=[CH:11][N:12]([CH3:16])[C:13]=1[CH:14]=[O:15]

Participants

4

Reactant 1

HCID 66693763HCID 66693763, compound

Product 1

HCID 84126197HCID 84126197, compoundYield 84.4%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 312751,4-DioxaneSolvent

Conditions

Temperature
90 °C

Procedure

To a soln. of (4-(2-methoxyphenyl)-1-methyl-1H-imidazol-5-yl)methanol (84 mg, 0.385 mmol) in 1,4-Dioxane (5 ml) was added MnO2 (147 mg, 1.693 mmol). The mixture was heated to 90° C. for 4 hrs or until LC/MS showed the completion of the reaction. The reaction mixture was Filtered through celite, and evaporated to afford 4-(2-methoxyphenyl)-1-methyl-1H-imidazole-5-carbaldehyde (78 mg, 0.325 mmol, 84% yield), which was used for the next reaction w/o purification.

Workup

  1. customthe completion of the reaction
  2. filtrationThe reaction mixture was Filtered through celite
  3. customevaporated

Sources & evidence

ORD record
ord-283d2bc97e8743e9a2b1ae275bcbee6b
Source dataset
uspto-grants-2013_01
Patent number
US08362004B2

Reaction notes

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