Chloroform → 5-Ethyl-4-methoxypyridine-2-carbaldehyde

HRID 385582Notes

Reaction equation

HRID 385582 reaction equation
[CH2:1]([C:3]1[C:4]([O:11][CH3:12])=[CH:5][C:6]([CH2:9][OH:10])=[N:7][CH:8]=1)[CH3:2].C(Cl)(Cl)Cl>ClCCl.[O-2].[O-2].[Mn+4]>[CH2:1]([C:3]1[C:4]([O:11][CH3:12])=[CH:5][C:6]([CH:9]=[O:10])=[N:7][CH:8]=1)[CH3:2]

Participants

5

Reactant 2

HCID 6212ChloroformHCID 57815263(5-Ethyl-4-methoxypyridin-2-yl)methanol

Product 1

HCID 578154355-Ethyl-4-methoxypyridine-2-carbaldehydeYield 111.5%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalyst2×HCID 6344DichloromethaneSolvent

Procedure

To a solution of 49 mg of (5-ethyl-4-methoxypyridin-2-yl)methanol in 1 mL of dichloromethane, 0.13 g of manganese dioxide was added. The mixture was stirred at room temperature for 1 hour 30 minutes, 0.13 g of manganese dioxide was then added thereto, and the mixture was stirred for 1 hour 30 minutes. Chloroform was added to the reaction mixture, the insoluble substance was filtered off, and the solvent was distilled off under reduced pressure to obtain 54 mg of 5-ethyl-4-methoxypyridine-2-carbaldehyde as a brown oily substance.

Workup

  1. stirringthe mixture was stirred for 1 hour 30 minutes
  2. filtrationthe insoluble substance was filtered off
  3. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-4def499368134f3c8830c32cc8478c90
Source dataset
uspto-grants-2013_02
Patent number
US08367831B2

Reaction notes

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