Sodium Hydroxide → HCID 19607803, compound

HRID 1603089Notes

Reaction equation

HRID 1603089 reaction equation
C[O:2][C:3]([C:5]1[CH:31]=[CH:30][C:8]([C:9]([NH:11][C:12]2[CH:29]=[CH:28][C:15]([C:16]([N:18]3[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH2:21][CH2:20][CH2:19]3)=[O:17])=[CH:14][CH:13]=2)=[O:10])=[CH:7][CH:6]=1)=[O:4].[OH-].[Na+]>CO>[C:3]([C:5]1[CH:6]=[CH:7][C:8]([C:9]([NH:11][C:12]2[CH:29]=[CH:28][C:15]([C:16]([N:18]3[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH2:21][CH2:20][CH2:19]3)=[O:17])=[CH:14][CH:13]=2)=[O:10])=[CH:30][CH:31]=1)([OH:4])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19608018HCID 19608018, compound

Product 1

HCID 19607803HCID 19607803, compoundYield 82.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-[4-(4-methoxycarbonylbenzoylamino)benzoyl]-1,2,3,4-tetrahydroquinoline (0.5 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 to give 1-[4-(4-carboxybenzoylamino)benzoyl]-1,2,3,4-tetrahydroquinoline (0.4 g) as white powder, m.p. >300° C.

Workup

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

Sources & evidence

ORD record
ord-1cd8baeaa2224f4e959d70b6171b565a
Source dataset
uspto-grants-1999_11
Patent number
US05985869

Reaction notes

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