(4-Bromopyridin-2-yl)methanol → 4-Bromopyridine-2-carbaldehyde

HRID 1662192Notes

Reaction equation

HRID 1662192 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][OH:9])[CH:3]=1>C(Cl)(Cl)Cl.[O-2].[Mn+4].[O-2]>[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH:8]=[O:9])[CH:3]=1

Participants

4

Reactant 1

HCID 14761462(4-Bromopyridin-2-yl)methanol

Product 1

HCID 147614724-Bromopyridine-2-carbaldehyde

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

Manganese(IV) oxide (22.19 g, 255.29 mmol) was added to a solution of (4-bromopyridin-2-yl)methanol (4.00 g, 21.27 mmol) in chloroform (80 mL) and the reaction mixture was stirred under reflux for 45 min. After the mixture had cooled to room temperature the solids were removed by filtration through a pad of Celite®. The solvent was removed in vacuo and the residue (3.96 g, quant.) was used without further purification in the next step.

Workup

  1. temperatureunder reflux for 45 min
  2. customwere removed by filtration through a pad of Celite®
  3. customThe solvent was removed in vacuo
  4. customthe residue (3.96 g, quant.) was used without further purification in the next step

Sources & evidence

ORD record
ord-960d209e97eb4111b6bd7889b0d46f0a
Source dataset
uspto-grants-2011_10
Patent number
US08030500B2

Reaction notes

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