Sodium Hydroxide → HCID 19607803, compound

HRID 1291610Notes

Reaction equation

HRID 1291610 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-6cb95a05f0594068945db2e668e07764
Source dataset
uspto-grants-1998_05
Patent number
US05753677

Reaction notes

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