Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | HCID 17967851 | HCID 17967851 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 54296806 | HCID 54296806 | 86.8% |
Reaction Steps
A solution of 11.0 g (47 mmol) of 3-n-undecylpyridine and 8 ml of an aqueous 35% hydrogen peroxide dissolved in 30 ml of glacial acetic acid was heated at 70° to 80° C. for 3 hours, and then further heated with an additional 3 ml of hydrogen peroxide at the same temperature for 9 hours. After cooling, the mixture was concentrated under a reduced pressure to about a half amount, and 50 ml of water was added, followed by a concentration to a half amount (repeated twice). The residue was extracted with diethyl ether and washed with sodium hydrogen carbonate. After drying over anhydrous sodium sulfate, the product was concentrated under a reduced pressure, and the residue was purified by separation according to silica gel column chromatography (ethyl acetate→methanol:ethyl acetate=15:85) to obtain 10.2 g of the desired product (yield 86.8%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05219847 |
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| Source dataset | uspto-grants-1993_06 |
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| ORD ID | ord-e36eb240ca184054af79ba9e3166ddd3 |
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| Source note | uspto-grants-1993_06 |
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