Sodium Hydroxide → HCID 13730803, compound

HRID 1165712Notes

Reaction equation

HRID 1165712 reaction equation
[F:1][CH:2]([F:22])[O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]([C:14]([O:16]C)=[O:15])[C:8]([C:18]([O:20]C)=[O:19])=[CH:7]2.[OH-].[Na+]>C(O)C.O>[F:22][CH:2]([F:1])[O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]([C:14]([OH:16])=[O:15])[C:8]([C:18]([OH:20])=[O:19])=[CH:7]2

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 13852385HCID 13852385, compound

Product 1

HCID 13730803HCID 13730803, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
5 °C

Procedure

To a solution containing dimethyl 6-difluoromethoxyquinoline-2,3-dicarboxylate (0.162 mol) in 150 mL ethanol is added a solution of sodium hydroxide (0.5 mol) in 400 mL water and the mixture heated at reflux for five hours. The ethanol is removed in vacuo. The residue cooled to 5° C. and acidified with concentrated HCl. The product is removed by filtration, washed with water and dried to give 6-difluoromethoxyquinoline-2,3-dicarboxylic acid mp 226° C.

Workup

  1. temperaturethe mixture heated
  2. temperatureat reflux for five hours
  3. customThe ethanol is removed in vacuo
  4. customThe product is removed by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-136be333285449ceb3da86df6b297204
Source dataset
uspto-grants-1990_03
Patent number
US04911753

Reaction notes

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