3-Hydroxy-2-hydroxymethyl-6-methylpyridine → 3-Hydroxy-6-methylpyridine-2-carbaldehyde

HRID 11693

Reaction equation

HRID 11693 reaction equation
[OH:1][CH2:2][C:3]1[C:8]([OH:9])=[CH:7][CH:6]=[C:5]([CH3:10])[N:4]=1>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[OH:9][C:8]1[C:3]([CH:2]=[O:1])=[N:4][C:5]([CH3:10])=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 1351283-Hydroxy-2-hydroxymethyl-6-methylpyridine

Product 1

HCID 124219863-Hydroxy-6-methylpyridine-2-carbaldehydeYield 7.1%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-hydroxymethyl-6-methyl-pyridin-3-ol (1.0 g, 7.19 mmol) in methylene chloride (30 mL) at ambient temperature was added manganese dioxide (12.5 g, 143 mmol). The reactions was stirred for 48 hours, then filtered through celite and concentrated to give the title compound (0.070 g).

Workup

  1. filtrationfiltered through celite and
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-02ad876e63fb458292e9317dfd5c8fb7
Source dataset
uspto-grants-2006_08
Patent number
US07098212B2

Linked notes

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