[2-Methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-methanol → 2-Methyl-6-(4-trifluoromethyl-phenyl)-pyridine-3-carbaldehyde

HRID 1726968Notes

Reaction equation

HRID 1726968 reaction equation
[CH3:1][C:2]1[C:7]([CH2:8][OH:9])=[CH:6][CH:5]=[C:4]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)[N:3]=1>C(Cl)Cl.O=[Mn]=O>[CH3:1][C:2]1[C:7]([CH:8]=[O:9])=[CH:6][CH:5]=[C:4]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:18])([F:17])[F:19])=[CH:12][CH:11]=2)[N:3]=1

Participants

4

Reactant 1

HCID 21935862[2-Methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-methanol

Product 1

HCID 219359652-Methyl-6-(4-trifluoromethyl-phenyl)-pyridine-3-carbaldehyde

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

1.00 g (3.74 mmol) of the above prepared [2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-methanol was dissolved in 19 ml of CH2Cl2 and treated with 3.253 g (10 eq.) of MnO2. After vigorous stirring for 4 h at ambient temperature, the reaction mixture was filtered over Celite and carefully rinsed with CH2Cl2. Evaporation of the solvent left 0.920 g of the title compound, pure according to NMR and used as such for the next step.

Workup

  1. filtrationthe reaction mixture was filtered over Celite
  2. washcarefully rinsed with CH2Cl2
  3. customEvaporation of the solvent
  4. waitleft 0.920 g of the title compound

Sources & evidence

ORD record
ord-cbb388d9b8af44298d6f9158e286f94b
Source dataset
uspto-grants-2009_02
Patent number
US07495001B2

Reaction notes

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