Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Methyl 3-oxovalerate | HCID 121699 | — |
| Reactant | 4-(1H-Pyrazol-1-yl)benzaldehyde | HCID 2776477 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 118006223 | HCID 118006223 | — |
Reaction Steps
A mixture containing methyl 3-oxopentanoate (2.2 g, 17 mmol), 4-(1H-pyrazol-1-yl)benzaldehyde (2.5 g, 14 mmol), piperidine (0.3 mL, 3.0 mmol), and acetic acid (0.16 mL, 2.8 mmol) in benzene (70 mL) was heated to 90° C. with removal of water (Dean-Stark trap). After 4 hours, the mixture was cooled to 23° C. and then concentrated to provide the title compound. The residue (mixture of alkene isomers) was taken onto the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09284308B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-056f960a66064766b255c25f4c94056f |
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| Source note | uspto-grants-2016_03 |
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