(3-(Benzyloxy)pyridin-2-yl)methanol → 3-(Benzyloxy)pyridine-2-carbaldehyde

HRID 1632953Notes

Reaction equation

HRID 1632953 reaction equation
[CH2:1]([O:8][C:9]1[C:10]([CH2:15][OH:16])=[N:11][CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH2:1]([O:8][C:9]1[C:10]([CH:15]=[O:16])=[N:11][CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 13217540(3-(Benzyloxy)pyridin-2-yl)methanol

Product 1

HCID 133745943-(Benzyloxy)pyridine-2-carbaldehyde

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

3-Benzyloxy-2-(hydroxymethyl)pyridine (35.1 grams; 0.16 mole) was dissolved in 1 liter of CHCl3. Manganese dioxide (174 grams; 2.0 moles) was added and the mixture refluxed for a period of five hours. The reaction mixture was filtered hot through celite, and the solvent removed from the filtrate to afford a brown liquid weighing 23.5 grams.

Workup

  1. temperaturethe mixture refluxed for a period of five hours
  2. filtrationThe reaction mixture was filtered hot through celite
  3. customthe solvent removed from the filtrate
  4. customto afford a brown liquid

Sources & evidence

ORD record
ord-74da63afd928441ea8a4e9c51d873cbf
Source dataset
uspto-grants-1984_10
Patent number
US04478834

Reaction notes

Loading…