Hydrogen Peroxide → 2-Butyl-5-formylimidazole

HRID 1637366Notes

Reaction equation

HRID 1637366 reaction equation
[CH2:1]([C:5]1[NH:6][C:7]([CH2:10][OH:11])=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4].CCCCCCCCCCCC.[Bi].[OH-].[Na+].OO>[Pt].CC(CC(C)C)=O>[CH2:1]([C:5]1[NH:6][C:7]([CH:10]=[O:11])=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

8

Procedure

1.5 g of 2-n-butyl-5-hydroxymethylimidazole, 1.5 g of dodecane as internal GC standard, 0.3 g of 5 percent platinum and 5 percent bismuth on activated carbon (comprising 61.3 percent water), 20 g of isobutyl methyl ketone and 2.5 g of 1.6 percent strength NaOH solution were heated to about 58° C. with stirring. At 58° to 64° C., 2.9 g of 15.7 percent strength aqueous H2O2 solution was added dropwise over the course of 45 min. The reaction mixture was then allowed to react for 15 min and then filtered. The filtrate was transferred to a separating funnel, the H2O phase was separated off, the organic phase was concentrated and cooled, and the product crystallized out and was filtered off. The yield was determined by GC (internal standard). The reaction yield was 88.2 percent (6.75 percent of starting material).

Workup

  1. customto react for 15 min
  2. filtrationfiltered
  3. customThe filtrate was transferred to a separating funnel
  4. customthe H2O phase was separated off
  5. concentrationthe organic phase was concentrated
  6. temperaturecooled
  7. customthe product crystallized out
  8. filtrationwas filtered off
  9. customThe reaction yield was 88.2 percent (6.75 percent of starting material)

Sources & evidence

ORD record
ord-1b2bb5b9e3ef47a195b25d37b39375f3
Source dataset
uspto-grants-2000_03
Patent number
US06040457

Reaction notes

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