HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 3-(4-Bromo-phenyl)-3-(4-chloro-phenyl)-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 3-(4-Bromo-phenyl)-3-(4-chloro-phenyl)-2-cyano-propionic acid ethyl ester | HCID 57691397 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-(4-Bromo-phenyl)-3-(4-chloro-phenyl)-propionic acid | HCID 57691396 | 50% |
Reaction Steps
A mixture of 3-(4-bromo-phenyl)-3-(4-chloro-phenyl)-2-cyano-propionic acid ethyl ester (1.91, 4.87 mmol), acetic acid (10 ml), concentrated sulfuric acid (5 ml) and water (5 ml) were refluxed for 2 hours. Reaction mixture was poured into iced water and extracted with ethyl acetate. The organic layer was separated, dried (MgSO4), filtered and concentrated, the crude product was purified over flash silica chromatography eluting with ethyl acetate/petroleum ether (1:1) to afford the desired product (0.82 g, 50% yield). LC/MS: (PS-A2) Rt 3.39 [M+H]− 338.86.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09283226B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-b65cb734ea414fc39485563954caa6ff |
| Source note | uspto-grants-2016_03 |