Sodium Hydroxide → HCID 13726791, compound

HRID 64568Notes

Reaction equation

HRID 64568 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([C:11]([F:14])([F:13])[F:12])[C:4]=1[C:15]([O:17]C)=[O:16].[OH-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([C:11]([F:12])([F:13])[F:14])[C:4]=1[C:15]([OH:17])=[O:16]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 13726785Methyl 4,6-dimethoxy-2-(trifluoromethyl)-3-pyridinecarboxylate

Product 1

HCID 13726791HCID 13726791, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 7.0 g (0.0264 mol) of product of Example 3, 30 ml of 10% sodium hydroxide and 10 ml of methanol was held at reflux for 18 hours, cooled and extracted with ether. The aqueous layer was made acidic and the precipitate was collected and dissolved in ether. The ether solution was dried and mixture was concentrated. The residual solid was recrystallized from hexane-ether to give 5.5 g (83%) of solid, mp 194°-197.5° C.

Workup

  1. temperatureat reflux for 18 hours
  2. temperaturecooled
  3. extractionextracted with ether
  4. customthe precipitate was collected
  5. dissolutiondissolved in ether
  6. dry with materialThe ether solution was dried
  7. concentrationmixture was concentrated
  8. customThe residual solid was recrystallized from hexane-ether

Sources & evidence

ORD record
ord-2c6c0d869b7a431da273323fd430921b
Source dataset
uspto-grants-1986_09
Patent number
US04609399

Reaction notes

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