Sodium Hydroxide → 6-Phenylpyridine-2-carboxylic acid N-oxide

HRID 2095780Notes

Reaction equation

HRID 2095780 reaction equation
[C:1]1([C:7]2[CH:8]=[CH:9][CH:10]=[C:11]([C:14]([O:16]C)=[O:15])[N+:12]=2[O-:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>CO>[C:1]1([C:7]2[CH:8]=[CH:9][CH:10]=[C:11]([C:14]([OH:16])=[O:15])[N+:12]=2[O-:13])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66968602Methyl 6-phenylpyridine-2-carboxylate 1-oxide

Product 1

HCID 210815386-Phenylpyridine-2-carboxylic acid N-oxideYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 6-phenylpyridine-2-carboxylate 1-oxide in methanol (2 mL) was added 1N aqueous sodium hydroxide solution (1 mL), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was concentrated, 1N hydrochloric acid was added, the precipitate was collected by filtration, and washed with water to give the title compound (120 mg, 90%) as white crystals.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. addition1N hydrochloric acid was added
  3. filtrationthe precipitate was collected by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-80304fdec39d401aa6831fee02b3cd34
Source dataset
uspto-grants-2013_05
Patent number
US08445509B2

Reaction notes

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