Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 54222474 | HCID 54222474 | — |
| Catalyst | Sodium tungstate | HCID 26052 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 73159784 | HCID 73159784 | 37% |
Reaction Steps
To a stirred mixture of 12.4 g (48.6 mmol) of 1-acetyl-4-n-butylamino-2,2,6,6-tetramethylpiperidine, 0.8 g (2.4 mmol) of sodium tungstate, 85 ml of methanol and 20 ml of water at 0° C. is added 19.9 ml (195 mmol) of 30% aqueous hydrogen peroxide. After stirring for one hour at 0° C., the reaction mixture is allowed to warm to room temperature and is stirred for an additional 2.5 hours. Ethyl acetate is added and the organic phase is then washed with water, and brine, dried over anhydrous sodium sulfate and concentrated. The crude product is purified by flash chromatography on silica gel (12:2:1, ethyl acetate:hexane: methanol) to yield 4.8 g (37%) of the title compound as a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04972009 |
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| Source dataset | uspto-grants-1990_11 |
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| ORD ID | ord-6ade6162194842c9b82e89228e81b213 |
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| Source note | uspto-grants-1990_11 |
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