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

HRID 1478305Notes

Reaction equation

HRID 1478305 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[O:13][CH3:14]>C(Cl)Cl.[O-2].[Mn+4].[O-2]>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]([CH:10]2[CH2:12][CH2:11]2)=[O:9])[C:3]=1[O:13][CH3:14]

Participants

4

Reactant 1

HCID 68297213(4-Chloro-3-methoxy-2-pyridyl)-cyclopropyl-methanol

Product 1

HCID 68297313(4-Chloro-3-methoxy-2-pyridyl)cyclopropylketoneYield 96.2%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of (4-chloro-3-methoxy-2-pyridyl)-cyclopropyl-methanol (700 mg, 3.28 mmol) in DCM (20 ml), manganese (IV) oxide (4.6 g, 58 mmol) was added and stirred for 14 h at room temperature. The reaction mixture was filtered over Celite and the filtrate evaporated to dryness to obtain (4-chloro-3-methoxy-2-pyridyl)-cyclopropyl-methanone as a yellow oil (668 mg, 96%).

Workup

  1. filtrationThe reaction mixture was filtered over Celite
  2. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-55b8c47c09c344efa46f9c806f0d3c45
Source dataset
uspto-grants-2016_08
Patent number
US09403818B2

Reaction notes

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