Sodium Hydroxide → HCID 19607913, compound

HRID 745050Notes

Reaction equation

HRID 745050 reaction equation
C([O:4][C:5]1[CH:6]=[C:7]([CH:29]=[CH:30][CH:31]=1)[C:8]([NH:10][C:11]1[CH:28]=[CH:27][C:14]([C:15]([N:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH2:20][CH2:19][CH2:18]2)=[O:16])=[CH:13][CH:12]=1)=[O:9])(=O)C.[OH-].[Na+]>CO>[OH:4][C:5]1[CH:6]=[C:7]([CH:29]=[CH:30][CH:31]=1)[C:8]([NH:10][C:11]1[CH:28]=[CH:27][C:14]([C:15]([N:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH2:20][CH2:19][CH2:18]2)=[O:16])=[CH:13][CH:12]=1)=[O:9]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19607824HCID 19607824, compound

Product 1

HCID 19607913HCID 19607913, compoundYield 90.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-[4-(3-acetyloxybenzoylamino)benzoyl]-1,2,3,4-tetrahydroquinoline (1.5 g) in methanol (20 ml) is added 5% aqueous sodium hydroxide solution (10 ml) and the mixture is stirred at room temperature overnight. Methanol is distilled off under reduced pressure and the resulting residue is acidified with diluted aqueous hydrochloric acid solution. The precipitated crystal is collected by filtration and recrystallized from methanol to give 1-[4-(3-hydroxybenzoylamino)benzoyl]-1,2,3,4-tetrahydroquinoline (1.22 g) as white powder, m.p. 217°-218° C.

Workup

  1. distillationMethanol is distilled off under reduced pressure
  2. filtrationThe precipitated crystal is collected by filtration
  3. customrecrystallized from methanol

Sources & evidence

ORD record
ord-a2c781878570442eaf1cf297dfd90c09
Source dataset
uspto-grants-1996_09
Patent number
US05559230

Reaction notes

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