HCID 23078355, compound → HCID 23078393, compound

HRID 229053Notes

Reaction equation

HRID 229053 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]([C:10]2[CH:11]=[N:12][C:13]([O:16][CH3:17])=[CH:14][CH:15]=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:11]=[N:12][C:13]([O:16][CH3:17])=[CH:14][CH:15]=2)=[O:9])[O:5][C:6]=1[CH3:7]

Participants

4

Reactant 1

HCID 23078355HCID 23078355, compound

Product 1

HCID 23078393HCID 23078393, compoundYield 53.3%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalyst2×HCID 6212ChloroformSolvent

Procedure

(4,5-Dimethylfuran-2-yl)-(6-methoxypyridin-3-yl)-methanol (1.24 g) was dissolved in chloroform (30 ml) to prepare a solution. Manganese dioxide (4.63 g) was added to the solution, and the mixture was stirred at room temperature overnight. Manganese dioxide (4.63 g) was then added to the reaction solution, and the mixture was stirred for 6 hr. 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)-(6-methoxypyridin-3-yl)-methanone (655 mg, yield 53%).

Workup

  1. customto prepare a solution
  2. stirringthe mixture was stirred for 6 hr
  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-9508d92b369247f987eb1a3a04147fad
Source dataset
uspto-grants-2009_07
Patent number
US07560558B2

Reaction notes

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