(6-Chloro-pyridin-2-yl)-ethanol → 1-(6-Chloropyridin-2-yl)ethanone

HRID 274059Notes

Reaction equation

HRID 274059 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([CH:8]([OH:10])[CH3:9])[CH:5]=[CH:4][CH:3]=1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[C:8]([C:6]1[CH:5]=[CH:4][CH:3]=[C:2]([Cl:1])[N:7]=1)(=[O:10])[CH3:9]

Participants

4

Reactant 1

HCID 20094872(6-Chloro-pyridin-2-yl)-ethanol

Product 1

HCID 115791671-(6-Chloropyridin-2-yl)ethanoneYield 87.5%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

A mixture of 1-(6-chloro-2-pyridyl)ethanol (2.13 g) and manganese dioxide (8.4 g) in chloroform (21 ml) was refluxed for 8 hours. After cooling, the mixture was filtered through celite pad and the filtrate was evaporated in vacuo. The residue was purified by distillation under reduced pressure to give 2-acetyl-6-chloropyridine (1.84 g).

Workup

  1. temperaturewas refluxed for 8 hours
  2. temperatureAfter cooling
  3. filtrationthe mixture was filtered through celite pad
  4. customthe filtrate was evaporated in vacuo
  5. distillationThe residue was purified by distillation under reduced pressure

Sources & evidence

ORD record
ord-9867d502884147f79ba371f527185ab6
Source dataset
uspto-grants-1995_02
Patent number
US05387710

Reaction notes

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