HCID 23078577, compound → HCID 23078281, compound

HRID 229060Notes

Reaction equation

HRID 229060 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][C:15]=2[CH3:16])[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:11]=[N:12][CH:13]=[CH:14][C:15]=2[CH3:16])=[O:9])[O:5][C:6]=1[CH3:7]

Participants

4

Reactant 1

HCID 23078577HCID 23078577, compound

Product 1

HCID 23078281HCID 23078281, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

(4,5-Dimethylfuran-2-yl)-(4-methylpyridin-3-yl)-methanol (174 mg) was dissolved in chloroform (5 ml) to prepare a solution. Manganese dioxide (1.05 g) was added to the solution, and the mixture was stirred at room temperature overnight. The reaction solution was then filtered through Celite. The solvent was removed from the filtrate by distillation under the reduced pressure. The residue was purified by column chromatography using hexane-ethyl acetate to give (4,5-dimethylfuran-2-yl)-(4-methylpyridin-3-yl)-methanone (151 mg, yield 88%).

Workup

  1. customto prepare a solution
  2. filtrationThe reaction solution was then filtered through Celite
  3. customThe solvent was removed from the filtrate by distillation under the reduced pressure
  4. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-7f4d07e5293448bc8941177ed124dc77
Source dataset
uspto-grants-2009_07
Patent number
US07560558B2

Reaction notes

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