Hydrochloric Acid → HCID 23078254, compound

HRID 228857Notes

Reaction equation

HRID 228857 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2=O.O[CH2:14][C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=O.[OH-:23].[Na+].Cl.[OH2:26]>CO>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]=[C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:14]([OH:23])=[C:5]2[C:6]([OH:11])=[O:26]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 68490alpha-HydroxyacetophenoneHCID 2365665-Fluoroisatin

Product 1

HCID 23078254HCID 23078254, compoundYield 21%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-Fluoro-1H-indole-2,3-dione (1.19 g) and 2-hydroxy-1-phenyl-ethanone (2.25 g) were dissolved in methanol (70 ml) to prepare a solution. Sodium hydroxide (4.82 g) and water (30 ml) were added to the solution, and the mixture was stirred at room temperature overnight. Dilute hydrochloric acid was added to the reaction solution, and the precipitated crystal was washed with methanol and water to give 6-fluoro-3-hydroxy-2-phenyl-quinoline-4-carboxylic acid (427 mg, yield 21%).

Workup

  1. customto prepare a solution
  2. washthe precipitated crystal was washed with methanol and water

Sources & evidence

ORD record
ord-17d9e8d3d39149adb82d258abf303c73
Source dataset
uspto-grants-2009_07
Patent number
US07560558B2

Reaction notes

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