3,5-Dimethyl-2-hydroxymethyl-4-methoxy-pyridine → 4-Methoxy-3,5-dimethylpyridine-2-carbaldehyde

HRID 348661Notes

Reaction equation

HRID 348661 reaction equation
[CH3:1][O:2][C:3]1[C:8]([CH3:9])=[CH:7][N:6]=[C:5]([CH2:10][OH:11])[C:4]=1[CH3:12]>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][C:3]1[C:8]([CH3:9])=[CH:7][N:6]=[C:5]([CH:10]=[O:11])[C:4]=1[CH3:12]

Participants

4

Reactant 1

HCID 7378233,5-Dimethyl-2-hydroxymethyl-4-methoxy-pyridine

Product 1

HCID 230793194-Methoxy-3,5-dimethylpyridine-2-carbaldehydeYield 100.2%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

(4-methoxy-3,5-dimethyl-pyridin-2-yl)methanol (Tokyo Kasei Kogyo Co., Ltd.) (300 mg) was dissolved in chloroform (15 ml) and added with manganese dioxide (chemically processed product) (3.00 g), followed by stirring for 3 hours. After completion of the reaction, the solution was filtrated through Celite and the solvent was then distilled off, thereby obtaining the subject compound (297 mg) as a white solid.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe solution was filtrated through Celite
  3. distillationthe solvent was then distilled off

Sources & evidence

ORD record
ord-3554299531594cf78bb1621b578f08e9
Source dataset
uspto-grants-2007_02
Patent number
US07176227B2

Reaction notes

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