HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478015Generated: October 31, 2026
Methyl vinyl ketone → Tert-butyl 9-oxo-3-azaspiro[5.5]undec-7-ene-3-carboxylate
https://huagongshe.com/reaction/1478015
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl vinyl ketone | HCID 6570 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | tert-Butyl 4-formylpiperidine-1-carboxylate | HCID 1514430 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Tert-butyl 9-oxo-3-azaspiro[5.5]undec-7-ene-3-carboxylate | HCID 59311817 | 41.8% |
Reaction Steps
To a solution of tert-butyl 4-formylpiperidine-1-carboxylate (10.0 g, 46.9 mmol) and KOH (1.3 g, 23.5 mmol) in EtOH (200 mL) was added but-3-en-2-one (3.9 g, 56.3 mmol), the mixture was stirred at 70° C. for 16 h and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/4) to give the product as brown oil (5.2 g, 41.8%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09403801B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-3e28273dfecd43d08e8928ea5048caa7 |
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| Source note | uspto-grants-2016_08 |
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