HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → Ethyl 6-oxo-2-(pentafluoroethyl)-1,4,5,6-tetrahydropyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Acrylamide | HCID 6579 | — |
| Reactant | Ethyl 4,4,5,5,5-Pentafluoro-3-oxovalerate | HCID 522203 | — |
| Solvent | Chlorobenzene | HCID 7964 | — |
| Product | Ethyl 6-oxo-2-(pentafluoroethyl)-1,4,5,6-tetrahydropyridine-3-carboxylate | HCID 86611248 | 4.2% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
A suspension of acrylamide (4.11 g), ethyl 4,4,5,5,5-pentafluoro-3-oxopentanoate (16.5 g) and p-toluenesulphonic acid (0.120 g) in chlorobenzene (40 mL) was sonicated for 30 minutes then heated by microwave irradiation (150 W, 120° C.) for 3 h. The reaction mixture was concentrated in vacuo and subjected to flash column chromatography (eluent 1:3 ethyl acetate/isohexane) to yield a colourless solid (0.697 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07956070B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-66b8a55bacc44fc0b2643845168c18ad |
| Source note | uspto-grants-2011_06 |