Sodium Hydroxide → 7-Methoxyquinoline-3-carboxylic acid
Reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[C:9]([C:14]([O:16]CC)=[O:15])[CH:10]=[N:11]2)=[CH:6][CH:5]=1.[OH-].[Na+]>CCO>[CH3:2][O:3][C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[C:9]([C:14]([OH:16])=[O:15])[CH:10]=[N:11]2)=[CH:6][CH:5]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred solution of 7-methoxy-3-ethoxycarbonylquinoline hydrochloride (Step C, 1.45 g, 5.4 mmol) in EtOH (24 mL) was added at RT 2N NaOH (8 mL, 16 mmol). The reaction was stirred at RT overnight. After concentration under vacuum, the mixture was acidified with 1N HCl. The resulting solid was filtered off, washed with water and dried over P2O5 to give 7-methoxy-3-carboxyquinoline.
Workup
- concentrationAfter concentration under vacuum
- filtrationThe resulting solid was filtered off
- washwashed with water
- dry with materialdried over P2O5
Sources & evidence
- ORD record
- ord-c39495bfa0a2429992f8d4b3cad26284
- Source dataset
- uspto-grants-2005_09
- Patent number
- US06939874B2
Reaction notes
Loading…