(5,6-Dimethylpyridin-3-yl)methanol → 5,6-DiMethylnicotinaldehyde

HRID 420731Notes

Reaction equation

HRID 420731 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH2:9][OH:10])[CH:5]=[N:6][C:7]=1[CH3:8]>C(Cl)Cl.O=[Mn]=O>[CH3:1][C:2]1[CH:3]=[C:4]([CH:9]=[O:10])[CH:5]=[N:6][C:7]=1[CH3:8]

Participants

4

Reactant 1

HCID 46781823(5,6-Dimethylpyridin-3-yl)methanol

Product 1

HCID 217028245,6-DiMethylnicotinaldehydeYield 49.3%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalyst2×HCID 6344DichloromethaneSolvent

Procedure

To a solution of (5,6-dimethyl-3-pyridinyl)methanol (105 mg, 0.765 mmol) in DCM (4 ml), MnO2 (532 mg, 6.12 mmol) was added. After stirring overnight, an excess of MnO2 (333 mg, 3.83 mmol) was added and then the mixture was stirred for 3 h more. The reaction mixture was filtrated and evaporated to afford 51 mg of title compound.

Workup

  1. stirringthe mixture was stirred for 3 h more
  2. filtrationThe reaction mixture was filtrated
  3. customevaporated

Sources & evidence

ORD record
ord-4e447ebbb0e4400d8e9a35070cb277fe
Source dataset
uspto-grants-2012_01
Patent number
US08097628B2

Reaction notes

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