(2-Chlorophenyl)-(3,5-dichloropyrazin-2-yl)methanol → (2-Chlorophenyl)-(3,5-dichloropyrazin-2-yl)methanone

HRID 230201Notes

Reaction equation

HRID 230201 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([C:10]1[C:15]([Cl:16])=[N:14][C:13]([Cl:17])=[CH:12][N:11]=1)[OH:9]>[O-2].[Mn+4].[O-2].ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([C:10]1[C:15]([Cl:16])=[N:14][C:13]([Cl:17])=[CH:12][N:11]=1)=[O:9]

Participants

4

Reactant 1

HCID 59812888(2-Chlorophenyl)-(3,5-dichloropyrazin-2-yl)methanol

Product 1

HCID 59812791(2-Chlorophenyl)-(3,5-dichloropyrazin-2-yl)methanoneYield 85.7%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

To a dichloromethane solution of (2-chlorophenyl)-(3,5-dichloropyrazin-2-yl)methanol (7.1 g, 24.5 mmol) was added portion wise solid manganese (IV) oxide (25 g, 245 mmol) and the resulting mixture was stirred at room temperature overnight. The reaction mixture was filtered and the filtrate was concentrated to give (2-chlorophenyl)-(3,5-dichloropyrazin-2-yl)methanone (6.02 g, 21 mmol, 85% yield). Mass spec., M+1=288.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-31bf42e339cf4f47820b101e7aca9407
Source dataset
uspto-grants-2009_07
Patent number
US07566708B2

Reaction notes

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