(4,5-Dimethylfuran-2-yl)-(6-methyl-pyridin-2-yl)-methanol → (4,5-Dimethylfuran-2-yl)-(6-methyl-pyridin-2-yl)methanone

HRID 228818

Reaction equation

HRID 228818 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[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[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[N:11]=2)=[O:9])[O:5][C:6]=1[CH3:7]

Participants

4

Reactant 1

HCID 23078353(4,5-Dimethylfuran-2-yl)-(6-methyl-pyridin-2-yl)-methanol

Product 1

HCID 23078390(4,5-Dimethylfuran-2-yl)-(6-methyl-pyridin-2-yl)methanoneYield 58.8%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalyst2×HCID 6212ChloroformSolvent

Procedure

(4,5-Dimethylfuran-2-yl)-(6-methyl-pyridin-2-yl)-methanol (1.4 g) was dissolved in chloroform (30 ml) to prepare a solution. Manganese dioxide (5.7 g) was added to the solution, and the mixture was stirred at room temperature overnight. Further, manganese dioxide (1.8 g) was then added thereto, and the mixture was stirred overnight. The reaction solution was filtered through Celite. The solvent was removed from the filtrate by distillation under the reduced pressure to give (4,5-dimethylfuran-2-yl)-(6-methyl-pyridin-2-yl)-methanone (815 mg, yield 58%).

Workup

  1. customto prepare a solution
  2. stirringthe mixture was stirred overnight
  3. filtrationThe reaction solution was filtered through Celite
  4. customThe solvent was removed from the filtrate by distillation under the reduced pressure

Sources & evidence

ORD record
ord-6ab18d8b261b491b95b95d5380da68f3
Source dataset
uspto-grants-2009_07
Patent number
US07560558B2

Linked notes

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