(4,5-Dimethylfuran-2-yl)-(3-methylpyridin-2-yl)-methanol → (4,5-Dimethylfuran-2-yl)-(3-methylpyridin-2-yl)-methanone

HRID 229049

Reaction equation

HRID 229049 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]([C:10]2[C:15]([CH3:16])=[CH:14][CH:13]=[CH:12][N:11]=2)[OH:9])[O:5][C:6]=1[CH3:7]>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][C:2]1[CH:3]=[C:4]([C:8]([C:10]2[C:15]([CH3:16])=[CH:14][CH:13]=[CH:12][N:11]=2)=[O:9])[O:5][C:6]=1[CH3:7]

Participants

4

Reactant 1

HCID 23078465(4,5-Dimethylfuran-2-yl)-(3-methylpyridin-2-yl)-methanol

Product 1

HCID 23078529(4,5-Dimethylfuran-2-yl)-(3-methylpyridin-2-yl)-methanoneYield 81.1%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

(4,5-Dimethylfuran-2-yl)-(3-methylpyridin-2-yl)-methanol (1.17 g) was dissolved in chloroform (30 ml) to prepare a solution. Manganese dioxide (4.69 g) was added to the solution, and the mixture was stirred at room temperature overnight. The reaction solution was filtered through Celite, and the solvent was removed from the filtrate by distillation under the reduced pressure to give (4,5-dimethylfuran-2-yl)-(3-methylpyridin-2-yl)-methanone (940 mg, yield 81%).

Workup

  1. customto prepare a solution
  2. filtrationThe reaction solution was filtered through Celite
  3. customthe solvent was removed from the filtrate by distillation under the reduced pressure

Sources & evidence

ORD record
ord-d541dd2f8c2b40be824318bccb382ad9
Source dataset
uspto-grants-2009_07
Patent number
US07560558B2

Linked notes

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