[6-(1H-Imidazol-1-yl)pyridin-3-yl]methanol → 6-(1H-iMidazol-1-yl)nicotinaldehyde

HRID 1031425Notes

Reaction equation

HRID 1031425 reaction equation
[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([CH2:12][OH:13])=[CH:8][N:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1>C(Cl)(Cl)Cl.O=[Mn]=O>[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([CH:12]=[O:13])=[CH:8][N:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

4

Reactant 1

HCID 14207630[6-(1H-Imidazol-1-yl)pyridin-3-yl]methanol

Product 1

HCID 140316506-(1H-iMidazol-1-yl)nicotinaldehyde

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6212ChloroformSolvent

Procedure

MnO2 (18.17 g) is added to a solution of the hydroxy methyl compound of Step 3. above (6.1 g) in CHCl3, and the resulting reaction mixture heated to reflux for 22 hours, allowed to cool, filtered, and the organic layer evaporated affording the desired product as a white solid used in the next step without further purification. M.P.=139.5°-140.5° C.

Workup

  1. temperatureheated
  2. temperatureto reflux for 22 hours
  3. temperatureto cool
  4. filtrationfiltered
  5. customthe organic layer evaporated

Sources & evidence

ORD record
ord-ec499654870d41699ff01b4c1ff1ecb1
Source dataset
uspto-grants-1990_09
Patent number
US04954494

Reaction notes

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