HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 86602399, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ethyl benzoylacetate | HCID 7170 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 6-Chloropyridine-3-carbaldehyde | HCID 2764053 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 86602399 | HCID 86602399 | 90.5% |
Reaction Steps
A mixture of 6-chloronicotinaldehyde (1 g), ethyl 3-oxo-3-phenylpropanoate (1.36 g), AcOH (0.04 ml), piperidine (0.028 ml) in benzene (15 ml) was refluxed for 1.5 hours. After cooling, the reaction mixture was diluted with saturated aqueous NaHCO3 and extracted with EtOAc. The organic layer was washed with brine, dried over anhydrous MgSO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel eluting with a mixture of EtOAc and n-hexane (1:2) to give ethyl (2Z)-2-benzoyl-3-(6-chloro-3-pyridyl)acrylate (2.018 g) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07459451B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-1b427728eab846b392fa95e0c7cd1a62 |
| Source note | uspto-grants-2008_12 |