2-Chloro-alpha-(3-methoxyphenyl)-3-pyridinemethanol → (2-Chloro-pyridin-3-yl)-(3-methoxy-phenyl)-methanone

HRID 852089

Reaction equation

HRID 852089 reaction equation
[Cl:1][C:2]1[C:7]([CH:8]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=2)[OH:9])=[CH:6][CH:5]=[CH:4][N:3]=1>[O-2].[Mn+4].[O-2].C1(C)C=CC=CC=1>[Cl:1][C:2]1[C:7]([C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=2)=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 1

HCID 201457332-Chloro-alpha-(3-methoxyphenyl)-3-pyridinemethanol

Product 1

HCID 10243711(2-Chloro-pyridin-3-yl)-(3-methoxy-phenyl)-methanoneYield 66%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 1140TolueneSolvent

Procedure

Combine (2-chloro-pyridin-3-yl)-(3-methoxy-phenyl)-methanol (9.40 g, 37.6 mmol), manganese (IV) oxide (30.0 g, 0.345 mol) and toluene (500 mL) and heat to reflux for one hour. Filter reaction mixture through celite, wash with toluene:dichloromethane mixture and evaporate to give the title compound (1.63 g, 66% Yield).

Workup

  1. temperatureto reflux for one hour
  2. filtrationFilter
  3. customreaction mixture through celite
  4. washwash with toluene
  5. customdichloromethane mixture and evaporate

Sources & evidence

ORD record
ord-c911483f263244228b471f1f0eb54e62
Source dataset
uspto-grants-2007_08
Patent number
US07253165B2

Linked notes

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