HCID 59255409, compound → 5-Phenoxypicolinaldehyde

HRID 1694060Notes

Reaction equation

HRID 1694060 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-43e01b413cb54411b58f465484cb37b2
Source dataset
uspto-grants-2012_04
Patent number
US08158657B2

Reaction notes

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