Acetic Acid → 1-Ethyl-5,6,7,8-tetrafluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid
Reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[C:8]([F:16])[C:9]([F:15])=[C:10]([F:14])[C:11]=2[F:13])[C:6](=[O:17])[C:5]([C:18]([O:20]CC)=[O:19])=[CH:4]1)[CH3:2].C(O)(=O)C.Cl>O>[CH2:1]([N:3]1[C:12]2[C:7](=[C:8]([F:16])[C:9]([F:15])=[C:10]([F:14])[C:11]=2[F:13])[C:6](=[O:17])[C:5]([C:18]([OH:20])=[O:19])=[CH:4]1)[CH3:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
To 20.0 g (63 mmol) of the 1-ethyl-5,6,7,8-tetrafluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid, ethyl ester, was added 200 ml of acetic acid and 150 ml of 6N hydrochloric acid in 70 ml of water. The mixture was maintained at 100° C. for two hours. It was cooled, filtered, and washed with diethyl ester, to give 17 g of the title compound, mp 229°-230° C.
Workup
- temperatureIt was cooled
- filtrationfiltered
- washwashed with diethyl ester
Sources & evidence
- ORD record
- ord-df5710cd7fae47b2ae0263541fde74b6
- Source dataset
- uspto-grants-1987_04
- Patent number
- US04657913
Reaction notes
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