(4-Chloro-3-methyl-2-pyridyl)-cyclopropyl-methanol → (4-Chloro-3-methyl-2-pyridyl)cyclopropylketone

HRID 1478299Notes

Reaction equation

HRID 1478299 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH:8]([CH:10]2[CH2:12][CH2:11]2)[OH:9])[C:3]=1[CH3:13]>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]([CH:10]2[CH2:11][CH2:12]2)=[O:9])[C:3]=1[CH3:13]

Participants

4

Reactant 1

HCID 12071707(4-Chloro-3-methyl-2-pyridyl)-cyclopropyl-methanol

Product 1

HCID 66980317(4-Chloro-3-methyl-2-pyridyl)cyclopropylketoneYield 103.2%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

Manganese dioxide (1126 mg, 12.95 mmol) was added to a solution of (4-chloro-3-methylpyridin-2-yl)-cyclopropyl-methanol (250 mg, 1.214 mmol) in DCM (10 mL). The reaction mixture was stirred at room temperature for 45 h. The mixture was filtered over a porosity 4 filter. The filtrate was concentrated to dryness to yield white crystals (245 mg, 98%).

Workup

  1. filtrationThe mixture was filtered over a porosity 4
  2. filtrationfilter
  3. concentrationThe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-c3e96b680f694686aa58563553c4de3e
Source dataset
uspto-grants-2016_08
Patent number
US09403818B2

Reaction notes

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