HCID 59255409, compound → 5-Phenoxypicolinaldehyde

HRID 78106Notes

Reaction equation

HRID 78106 reaction equation
[O:1]([C:8]1[CH:9]=[CH:10][C:11]([CH2:14][OH:15])=[N:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O-2].[Mg+4].[O-2]>CC(C)=O>[O:1]([C:8]1[CH:9]=[CH:10][C:11]([CH:14]=[O:15])=[N:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 59255409HCID 59255409, compound

Product 1

HCID 544159545-PhenoxypicolinaldehydeYield 74%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

(5-Phenoxy-pyridin-2-yl)-methanol (300 mg, 1.5 mmol) described in Manufacturing Example 121-1-2, magnesium(IV) oxide (1.3 g, 15 mmol), and acetone (10 mL) were stirred under reflux for 20 minutes. More magnesium (IV) oxide (1.5 g, 17 mmol) was then added, which was stirred under reflux for another 20 minutes. The reaction solution was filtered through a Celite pad, and then the filtrate was concentrated under a reduced pressure to obtain the title compound (220 mg, 74%).

Workup

  1. temperatureunder reflux for 20 minutes
  2. stirringwhich was stirred
  3. temperatureunder reflux for another 20 minutes
  4. filtrationThe reaction solution was filtered through a Celite pad
  5. concentrationthe filtrate was concentrated under a reduced pressure

Sources & evidence

ORD record
ord-027177735e11410db4ef37617207fcec
Source dataset
uspto-grants-2014_09
Patent number
US08841327B2

Reaction notes

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