Hydrochloric Acid → HCID 178524709, compound

HRID 1657447Notes

Reaction equation

HRID 1657447 reaction equation
[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[OH:16])=[CH:13][C:12]([CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)=[CH:11][CH:10]=2)([O:3]CC)=[O:2].Cl>C(O)C.[OH-].[Na+].O>[OH:16][C:15]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([CH:17]3[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)[CH:13]=2)[N:8]=[CH:7][C:6]=1[C:1]([OH:3])=[O:2]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 178469506HCID 178469506, compound

Product 1

HCID 178524709HCID 178524709, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 11 g of 3-carboethoxy-4-hydroxy- 6-cyclohexyl-quinoline in 300 ml of ethanol and 50 ml of 10 N sodium hydroxide solution is heated for 3 hours on a water bath. It is then diluted with 200 ml of water and the clear solution is acidified with concentrated hydrochloric acid, whereupon a solid precipitate results. This is filtered off and recrystallised from ethanol or dimethylformamide, and gives 4-hydroxy-6-cyclohexyl-quinoline-3-carboxylic acid in the form of pale yellow crystals of melting point 263°-265°C.

Workup

  1. customresults
  2. filtrationThis is filtered off
  3. customrecrystallised from ethanol or dimethylformamide

Sources & evidence

ORD record
ord-ed9c5ba397e346e6b916af3f7fb5e941
Source dataset
uspto-grants-1976_06
Patent number
US03960868

Reaction notes

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