HCID 67434840, compound → 4-Phenoxy-3-pyridinecarboxaldehyde

HRID 1182704Notes

Reaction equation

HRID 1182704 reaction equation
[O:1]([C:8]1[CH:13]=[CH:12][N:11]=[CH:10][C:9]=1[CH2:14][OH:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1COCC1.O=[Mn]=O>[O:1]([C:8]1[C:9]([CH:14]=[O:15])=[CH:10][N:11]=[CH:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 67434840HCID 67434840, compound

Product 1

HCID 143264184-Phenoxy-3-pyridinecarboxaldehydeYield 106.5%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 8028TetrahydrofuranSolvent

Procedure

MnO2 (289 mg, 3.33 mmol) was added to a solution of (4-phenoxypyridin-3-yl)methanol (70 mg, 0.33 mmol) in THF (10 mL). After stiffing overnight the reaction mixture was filtered (celite). Removal of the solvent provided 4-phenoxynicotinaldehyde (70 mg, 95%). MS [M+H]+=200.1.

Workup

  1. filtrationthe reaction mixture was filtered (celite)
  2. customRemoval of the solvent

Sources & evidence

ORD record
ord-0c8694d605674cafa346d891f12287e9
Source dataset
uspto-grants-2014_03
Patent number
US08664214B2

Reaction notes

Loading…