HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Ethyl 2-acetyl-3-(3-chlorophenyl)acrylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Ethyl Acetoacetate | HCID 8868 | — |
| Reactant | 3-Chlorobenzaldehyde | HCID 11477 | — |
| Solvent | Cyclohexane | HCID 8078 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 2-acetyl-3-(3-chlorophenyl)acrylate | HCID 367058 | 116.5% |
Reaction Steps
A mixture of 3-chlorobenzaldehyde (2 g), ethyl acetoacetate (1.94 g), AcOH (0.23 ml), piperidine (0.23 ml) in cyclohexane (40 ml) was refluxed azeotropically for 2 hours. After cooling, the reaction mixture was diluted with EtOAc. The organic layer was washed with water, saturated aqueous NaHCO3, brine, dried over anhydrous MgSO4 and concentrated in vacuo to give ethyl 2-acetyl-3-(3-chlorophenyl)acrylate (4.19 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-dd5177f6f0ce4c66ba09eb41c6173155 |
| Source note | uspto-grants-2008_12 |