Hydrochloric Acid → 4-(2-Chlorophenyl)-6,8-dimethyl-3-quinolinecarboxylic acid

HRID 1656439Notes

Reaction equation

HRID 1656439 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:17]2[C:12](=[C:13]([CH3:19])[CH:14]=[C:15]([CH3:18])[CH:16]=2)[N:11]=[CH:10][C:9]=1[C:20]([O:22]C)=[O:21].[OH-].[K+].C(O)C.Cl>O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:17]2[C:12](=[C:13]([CH3:19])[CH:14]=[C:15]([CH3:18])[CH:16]=2)[N:11]=[CH:10][C:9]=1[C:20]([OH:22])=[O:21]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 10245799Methyl 4-(2-chlorophenyl)-6,8-dimethyl-3-quinolinecarboxylate

Product 1

HCID 99956244-(2-Chlorophenyl)-6,8-dimethyl-3-quinolinecarboxylic acidYield 96.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of methyl 4-(2-chlorophenyl)-6,8-dimehtyl-3-quinolinecarboxylate (0.98 g), potassium hydroxide (0.5 g) and 80% ethanol (10 ml) was refluxed for 15 mins. The mixture was diluted with water and acidified with hydrochloric acid to give 4-(2-chlorophenyl)-6,8-dimethyl-3-quinolinecarboxylic acid as crystals (0.90 g, 96.8%), which was recrystallized from ethanol as colorless prisms. m.p. 234°-235° C.

Workup

  1. temperaturewas refluxed for 15 mins

Sources & evidence

ORD record
ord-1a36d8c5fb574b358e3ef3e97dc172ce
Source dataset
uspto-grants-1993_10
Patent number
US05254565

Reaction notes

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