HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 6,7-Difluoro-1-[(1R,2S)-2-fluorocyclopropyl]-5-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl 6,7-Difluoro-1-[(1R,2S)-2-fluorocyclopropyl]-5-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate | HCID 70250922 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6,7-Difluoro-1-[(1R,2S)-2-fluorocyclopropyl]-5-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid | HCID 22879965 | 63.7% |
Reaction Steps
A mixture of 1.70 g of ethyl 6,7-difluoro-1-[(1R,2S)-2-fluorocyclopropyl]-5-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate, 30 ml of concentrated hydrochloric acid, and 60 ml of acetic acid was heated under reflux for 1.5 hours. After allowing to cool, water was added to the reaction mixture. The precipitated crystals were collected by filtration, washed with water and ethanol, and dried. Recrystallization from a mixed solvent of ethanol and chloroform yielded 990 mg of the titled compound as a pale yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05696132 |
| Source dataset | uspto-grants-1997_12 |
| ORD ID | ord-9092e2369ce04aeca8054644f9ebb00b |
| Source note | uspto-grants-1997_12 |