(5-Fluoromethylpyridin-2-yl)methanol → 5-(Fluoromethyl)picolinaldehyde

HRID 1985659Notes

Reaction equation

HRID 1985659 reaction equation
[F:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][OH:10])=[N:7][CH:8]=1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[F:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]=[O:10])=[N:7][CH:8]=1

Participants

4

Reactant 1

HCID 45079503(5-Fluoromethylpyridin-2-yl)methanol

Product 1

HCID 450795025-(Fluoromethyl)picolinaldehyde

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent2×

Procedure

Manganese dioxide (1.4 g) is added in a single portion to a solution of compound (5) (0.3 g) in chloroform (5 ml) at room temperature. The suspension is stirred vigorously for 7 hours and then diluted with chloroform and filtered through Celite. The filtrate is concentrated under vacuum and the yellow oil obtained (0.25 g) is used in its present form in the following reductive amination step.

Workup

  1. filtrationfiltered through Celite
  2. concentrationThe filtrate is concentrated under vacuum
  3. customthe yellow oil obtained (0.25 g)

Sources & evidence

ORD record
ord-b9294ab3250e4e2887e69d869f8f68e4
Source dataset
uspto-grants-2009_06
Patent number
US07547700B2

Reaction notes

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