Sodium Hydroxide → HCID 178435556, compound

HRID 543689Notes

Reaction equation

HRID 543689 reaction equation
[CH2:1]([C:3]1[CH:12]=[C:11]2[C:6]([C:7]([OH:18])=[C:8]([C:13]([O:15]CC)=[O:14])[CH:9]=[N:10]2)=[CH:5][CH:4]=1)[CH3:2].[OH-].[Na+]>C(O)(=O)C>[CH2:1]([C:3]1[CH:12]=[C:11]2[C:6]([C:7]([OH:18])=[C:8]([C:13]([OH:15])=[O:14])[CH:9]=[N:10]2)=[CH:5][CH:4]=1)[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178469530HCID 178469530, compound

Product 1

HCID 178435556HCID 178435556, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A stirred mixture of ethyl 7-ethyl-4-hydroxyquinoline-3-carboxylate and 5 M aqueous sodium hydroxide solution was heated to reflux. When all the solids had dissolved the solution was boiled for a further 30 minutes, cooled, and acidified to pH 4.0 with glacial acetic acid (30 ml.). The solid was collected, washed with water until the washings were neutral, and dried to give the novel compound 7-ethyl-4-hydroxyquinoline-3-carboxylic acid, m.p. 175°-178°.

Workup

  1. temperaturewas heated to reflux
  2. dissolutionWhen all the solids had dissolved the solution
  3. temperaturecooled
  4. customThe solid was collected
  5. washwashed with water until the washings
  6. customdried

Sources & evidence

ORD record
ord-b8ece43075b844839bc56d59d604c41c
Source dataset
uspto-grants-1984_05
Patent number
US04447435

Reaction notes

Loading…