Quinoline → 2,4,5-Trifluorobenzoic acid
Reaction equation
[F:1][C:2]1[C:10](C(O)=O)=[C:9]([F:14])[C:8]([F:15])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].N1C2C(=CC=CC=2)C=CC=1>[Cu]>[F:1][C:2]1[CH:10]=[C:9]([F:14])[C:8]([F:15])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 200 °C
Procedure
A mixture of 2.20 g (0.01 mole) of 2,4,5-trifluoroisophthalic acid (dried under high vacuum), 1.0 ml of quinoline and 0.23 g of copper powder was heated on an oil bath at 200° C. After a while, the mixture liquefied and released a gas (ca. 280 ml by top purging). After the gas had been completely released, the liquefied mixture was cooled to room temperature, followed by addition of 15 ml of a mixture (1:1 by weight) of conc. HCl and water.
Workup
- customa gas (ca. 280 ml by top purging)
- temperaturethe liquefied mixture was cooled to room temperature
- additionfollowed by addition of 15 ml of a mixture (1:1 by weight) of conc. HCl and water
Sources & evidence
- ORD record
- ord-706cdf4e2f0745dcb0375e7e5ff48357
- Source dataset
- uspto-grants-1991_11
- Patent number
- US05068411
Reaction notes
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