HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 2-(3-Methylbenzoyl)-3-phenyl acrylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Ethyl 3-(3-methylphenyl)-3-oxopropanoate | HCID 2760277 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 2-(3-Methylbenzoyl)-3-phenyl acrylic acid ethyl ester | HCID 68696893 | 70% |
Reaction Steps
3-Oxo-3-m-tolylpropionic acid-ethyl ester (1 g, 4.84 mmol) obtained in Step 1 was dissolved in benzene, and benzaldehyde, acetic acid (0.15 g, 2.49 mmol) and piperidine (0.06 g, 0.8 mmol) were added thereto, followed by refluxing for 4 hrs. Upon the completion of the reaction, the mixture washed successively with saturated saline and saturated sodium bicarbonate, and extracted with ethyl acetate. The organic layer was separated, dried over anhydrous MgSO4 and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography to obtain 1 g of the titled compound (yield: 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745439B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-478fe8470a5b43439c7269167f707cf1 |
| Source note | uspto-grants-2010_06 |