Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 1-Fluoro-4-(2-nitro-1-propen-1-yl)benzene | HCID 13053 | — |
| Reactant | Ethyl isobutyrylacetate | HCID 81583 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 22261701 | HCID 22261701 | — |
Reaction Steps
To a solution of ethyl isobutyrylacetate (20.06 g, 126.8 mmol) and 1-fluoro-4-(2-nitro-1-propenyl)benzene (23.0 g, 127 mmol) in ethanol (100 ml) was added piperidine (12.5 ml, 127 mmol) at room temperature, and the mixture was stirred overnight at room temperature and at 80° C. for 1 hr. The solvent of the reaction solution was evaporated under-reduced pressure, water (50 ml) and conc. hydrochloric acid (30 ml) were added to the residue, and the mixture was stirred at room temperature for 1 hr. The reaction solution was extracted twice with ethyl acetate and the collected organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=20/1) to give the objective substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06982348B2 |
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| Source dataset | uspto-grants-2006_01 |
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| ORD ID | ord-0fc6de898b2940d29e916c35cc460f05 |
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| Source note | uspto-grants-2006_01 |
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