Methanol → 2-Bromoquinoline-4-carboxylic acid
Reaction equation
[Br:1][C:2]1(C(OC)=O)[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1.[OH-:16].[Na+].[CH3:18][OH:19]>O>[Br:1][C:2]1[CH:11]=[C:10]([C:18]([OH:19])=[O:16])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
A mixture of methyl 2-bromoquinolinecarboxylate (7.2 g) and NaOH (1.1 g) in 15 mL of methanol and 15 mL of water is stirred at 50° C. until TLC indicates the disappearance of starting material. After cooling, the methanol is evaporated and the mixture is treated with 28 mL of 1N HCl, the solid is collected by filtration and dried to afford 6.1 g of 2-bromoquinoline-4-carboxylic acid.
Workup
- temperatureAfter cooling
- customthe methanol is evaporated
- additionthe mixture is treated with 28 mL of 1N HCl
- filtrationthe solid is collected by filtration
- customdried
Sources & evidence
- ORD record
- ord-cc693abf7f8b49c5b66ee0fb3e95f84e
- Source dataset
- uspto-grants-2002_04
- Patent number
- US06369053B1
Reaction notes
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