HCID 86644479, compound → HCID 86644478, compound

HRID 2404547Notes

Reaction equation

HRID 2404547 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([S:9]([CH2:11][C:12]([F:15])([F:14])[F:13])=O)=[CH:4][C:3]=1[N:16]1[C:20]([CH2:21][OH:22])=[CH:19][C:18]([O:23][CH2:24][C:25]([F:31])([F:30])[C:26]([F:29])([F:28])[F:27])=[N:17]1>C(Cl)(Cl)Cl.CO.[O-2].[O-2].[Mn+4]>[F:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([S:9][CH2:11][C:12]([F:14])([F:13])[F:15])=[CH:4][C:3]=1[N:16]1[C:20]([CH:21]=[O:22])=[CH:19][C:18]([O:23][CH2:24][C:25]([F:30])([F:31])[C:26]([F:27])([F:28])[F:29])=[N:17]1

Participants

5

Reactant 1

HCID 86644479HCID 86644479, compound

Product 1

HCID 86644478HCID 86644478, compoundYield 70.6%

Reagents, catalysts & solvents 3

HCID 178418406HCID 178418406, compoundCatalystHCID 887MethanolSolventHCID 6212ChloroformSolvent

Procedure

1.5 g of 1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylsulfinyl)phenyl}-5-hydroxymethyl-3-(2,2,3,3,3-pentafluoropropoxy)pyrazole was dissolved in 30 mL of chloroform and 10 mL of methanol, and 3.0 g of manganese dioxide was added, followed by stirring at room temperature for 12 hours. Then, the reaction solution as subjected to filtration, the filtrate was distilled under reduced pressure, and the obtained residue was purified by column chromatography (developing solvent ethyl acetate:hexane=1:4) to obtain 1.02 g of 1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}-5-formyl-3-(2,2,3,3,3-pentafluoropropoxy)pyrazole.

Workup

  1. filtrationThen, the reaction solution as subjected to filtration
  2. distillationthe filtrate was distilled under reduced pressure
  3. customthe obtained residue was purified by column chromatography (developing solvent ethyl acetate:hexane=1:4)

Sources & evidence

ORD record
ord-4efa52d29c694fe38350d2c828d905f7
Source dataset
uspto-grants-2014_08
Patent number
US08802713B2

Reaction notes

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