HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus oxychloride → Ethyl 4-chloro-6,7,8-trifluoroquinoline-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 3-Quinolinecarboxylic acid, 1,4-dihydro-4-oxo-6,7,8-trifluoro-, ethyl ester | HCID 2733972 | — |
| Product | Ethyl 4-chloro-6,7,8-trifluoroquinoline-3-carboxylate | HCID 24701792 | 65.6% |
Reaction Steps
A solution of ethyl 4-hydroxy-6,7,8-trifluoroquinoline-3-carboxylate (59.0 g) and POCl3 (500 ml) was refluxed for 8 h. Excess POCl3 was distilled off, the residue was removed into the mixture of ice and water. Solid NaHCO3 was added into the mixture to pH 7˜8 and the precipitated solid was isolated by filtration. The crude was recrystallized by toluene to afford the title compound (41.3 g, 65.6% yield), mp: 110-112° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08349867B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-258b3f5a47d74e0dbdb40870fc8f1227 |
| Source note | uspto-grants-2013_01 |