Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Oxygen | HCID 977 | — |
| Reactant | Dodecane | HCID 8182 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Butyl-5-hydroxymethylimidazole | HCID 2735673 | — |
| Reactant | Bismuth | HCID 5359367 | — |
| Catalyst | Platinum | HCID 23939 | — |
| Solvent | Methyl Isobutyl Ketone | HCID 7909 | — |
| Product | 2-Butyl-5-formylimidazole | HCID 2735671 | 90% |
Reaction Steps
4.6 g of 2-n-butyl-5-hydroxymethylimidazole, 4.6 g of dodecane as internal GC standard, 0.6 g of 5 percent platinum and 5 percent bismuth on activated carbon (comprising 61.3 percent water), 42 g of isobutyl methyl ketone and 7.5 g of 1.6 percent strength NaOH solution were heated to about 80° C. with stirring. At 80° C., 3.6 liters (STP) of air/hour was introduced into the solution until the absorption of oxygen was complete (350 min!). The reaction mixture was 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 reaction was monitored using GC analysis (internal standard). The reaction yield was 90.0 percent (0.3 percent of starting material).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06040457 |
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| Source dataset | uspto-grants-2000_03 |
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| ORD ID | ord-349acd7c3f5c473487fe745114cabc20 |
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| Source note | uspto-grants-2000_03 |
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