Lithium Hydroxide → 1-(4-Methoxybenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

HRID 227088Notes

Reaction equation

HRID 227088 reaction equation
C([O:3][C:4]([C:6]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)[CH:7]=1)=[O:5])C.[OH-].[Li+]>CO.O>[CH3:25][O:24][C:21]1[CH:20]=[CH:19][C:18]([CH2:17][N:8]2[C:9]3[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=3)[C:15](=[O:16])[C:6]([C:4]([OH:5])=[O:3])=[CH:7]2)=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 53396422Ethyl 1-(4-methoxybenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

Product 1

HCID 14767561-(4-Methoxybenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

Experimental conditions analogous to those described for Step 4 of Example 60, from 3.10 g (8.80 mmol) of 1-(4-methoxy-benzyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester, 40 mL of 1:1 methanol-water mixture and 0.44 g (18.3 mmol) of lithium hydroxide with a work-up consisting only of thorough evaporation of solvents.

Workup

  1. customconsisting only of thorough evaporation of solvents

Sources & evidence

ORD record
ord-3555beaeacb04c9e94925aaf9e04f70f
Source dataset
uspto-grants-2009_07
Patent number
US07557213B2

Reaction notes

Loading…