Sodium Hydroxide → HCID 19607803, compound

HRID 745049Notes

Reaction equation

HRID 745049 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-425a532516924780aa214ef751dc593f
Source dataset
uspto-grants-1996_09
Patent number
US05559230

Reaction notes

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