Potassium Acetate → HCID 53812355, compound

HRID 743990Notes

Reaction equation

HRID 743990 reaction equation
[CH2:1]([C:5]1[N:6]([CH3:13])[C:7]([CH:11]=[O:12])=[C:8](I)[N:9]=1)[CH2:2][CH2:3][CH3:4].CC([O-])=O.[K+]>CO.[Pd]>[CH2:1]([C:5]1[N:6]([CH3:13])[C:7]([CH:11]=[O:12])=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 2

HCID 517044Potassium AcetateHCID 21803162HCID 21803162, compound

Product 1

HCID 53812355HCID 53812355, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-n-Butyl-4-iodo-1-methyl-1H-imidazole-5-carbaldehyde (1.93 g, 6.6 mmol) dissolved in MeOH (100 ml) buffered with KOAc (850 mg) was treated with 10% Pd/C and shaken under 50 psi of H2 for 3 h. The catalyst was removed by filtration and the MeOH removed under reduced pressure. The residue was partitioned between CH2Cl2 and 5% NaHCO3 solution. The layers were separated and the aqueous portion further extracted with CH2Cl2 (2x). The combined organic portions were dried (MgSO4 anhydrous), filtered, and evaporated to give the title compound as a bright yellow oil. (1.86 g, 99% )

Workup

  1. customThe catalyst was removed by filtration
  2. customthe MeOH removed under reduced pressure
  3. customThe residue was partitioned between CH2Cl2 and 5% NaHCO3 solution
  4. customThe layers were separated
  5. extractionthe aqueous portion further extracted with CH2Cl2 (2x)
  6. dry with materialThe combined organic portions were dried (MgSO4 anhydrous)
  7. filtrationfiltered
  8. customevaporated

Sources & evidence

ORD record
ord-8f11930cc4064b3a998d18957402b469
Source dataset
uspto-grants-1996_09
Patent number
US05559105

Reaction notes

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