Hydrogen Peroxide → Ethyl 3-(2,4-dichloro-5-(4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl)phenyl)-2-cyanooxirane-2-carboxylate

HRID 1599988Notes

Reaction equation

HRID 1599988 reaction equation
[OH:1]O.[Cl:3][C:4]1[CH:9]=[C:8]([Cl:10])[C:7]([C:11]2[C:15]([Cl:16])=[C:14]([O:17][CH:18]([F:20])[F:19])[N:13]([CH3:21])[N:12]=2)=[CH:6][C:5]=1[CH:22]=[C:23]([C:29]#[N:30])[C:24]([O:26][CH2:27][CH3:28])=[O:25].O>C(O)C>[Cl:3][C:4]1[CH:9]=[C:8]([Cl:10])[C:7]([C:11]2[C:15]([Cl:16])=[C:14]([O:17][CH:18]([F:20])[F:19])[N:13]([CH3:21])[N:12]=2)=[CH:6][C:5]=1[CH:22]1[O:1][C:23]1([C:29]#[N:30])[C:24]([O:26][CH2:27][CH3:28])=[O:25]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 962WaterHCID 57065413Ethyl 3-(2,4-dichloro-5-(4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl)phenyl)-2-cyanopropenoate

Product 1

HCID 18926179Ethyl 3-(2,4-dichloro-5-(4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl)phenyl)-2-cyanooxirane-2-carboxylate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.4 g (12 mmol) of 30% strength aqueous hydrogen peroxide solution were added to 2.7 g (6 mmol) of ethyl 3-(2,4-dichloro-5-(4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl)Phenyl)-2-cyanopropenoate in 30 ml of ethanol. After 12 hours the mixture was poured into water. The product was extracted from the aqueous phase using ethyl acetate, after which the organic phase was dried over magnesium sulfate and then concentrated. Purification of the crude product was carried out by means of column chromatography on silica gel (eluent: hexane/ethyl acetate=4:1). Yield: 1 g.

Workup

  1. extractionThe product was extracted from the aqueous phase
  2. dry with materialafter which the organic phase was dried over magnesium sulfate
  3. concentrationconcentrated
  4. customPurification of the crude product

Sources & evidence

ORD record
ord-ec780d06c8684319afebb6e818be369c
Source dataset
uspto-grants-1998_04
Patent number
US05744426

Reaction notes

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