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

HRID 1478293Notes

Reaction equation

HRID 1478293 reaction equation
[CH3:1][C:2]1[C:3]([CH:9]([CH:11]2[CH2:13][CH2:12]2)[OH:10])=[N:4][CH:5]=[CH:6][C:7]=1[Cl:8]>C(Cl)Cl.O=[Mn]=O>[CH3:1][C:2]1[C:3]([C:9]([CH:11]2[CH2:13][CH2:12]2)=[O:10])=[N:4][CH:5]=[CH:6][C:7]=1[Cl:8]

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 98.2%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of (3-methyl-4-chloro-pyridin-2-yl)-cyclopropyl-methanol (7.01 g, 35.5 mmol) in DCM (80 mL) was treated with MnO2 (30.8 g, 355 mmol) at room temperature overnight. The reaction mixture was filtered through a pad of Celite and the filtrate was concentrated to dryness, affording the title compound (6.82 g, 98%).

Workup

  1. filtrationThe reaction mixture was filtered through a pad of Celite
  2. concentrationthe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-3b7ef9d82e004f1dad9edc5952387463
Source dataset
uspto-grants-2016_08
Patent number
US09403818B2

Reaction notes

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