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

HRID 271062Notes

Reaction equation

HRID 271062 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-d038bffbcba74fcd9c59448b1c014ccf
Source dataset
uspto-grants-2008_11
Patent number
US07452880B2

Reaction notes

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