Hypochlorite → Methyl 2,4-dichloro-3-(3-t-butyl-4,5-dihydroisoxazol-5-yl)benzoate

HRID 479299

Reaktionsgleichung

Reaktionsgleichung von HRID 479299
Cl[O-].[Na+].[Cl:4][C:5]1[C:14]([CH:15]=[CH2:16])=[C:13]([Cl:17])[CH:12]=[CH:11][C:6]=1[C:7]([O:9][CH3:10])=[O:8].[CH3:18][C:19]([CH3:24])([CH3:23])[CH:20]=[N:21][OH:22].Cl[O-]>ClCCl.O>[Cl:4][C:5]1[C:14]([CH:15]2[O:22][N:21]=[C:20]([C:19]([CH3:24])([CH3:23])[CH3:18])[CH2:16]2)=[C:13]([Cl:17])[CH:12]=[CH:11][C:6]=1[C:7]([O:9][CH3:10])=[O:8]

Komponenten

7

Edukt 4

HCID 61739HypochloriteHCID 136457PivalaldoximeHCID 18769998Methyl 2,4-dichloro-3-ethenylbenzoateHCID 23665760Sodium Hypochlorite

Produkt 1

HCID 18770001Methyl 2,4-dichloro-3-(3-t-butyl-4,5-dihydroisoxazol-5-yl)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

17 ml of a 12% strength aqueous sodium hypochlorite solution were added dropwise at room temperature into a vigorously stirred solution of 2.6 g (10 mmol) of methyl 2,4-dichloro-3-ethenylbenzoate and 1 g (10 mmol) of 2,2-dimethylpropional-doxime in 100 ml of dichloromethane. After the mixture had been stirred for in each case 2 hours, two further portions of 0.5 g (5 mmol) of the oxime and 9 ml of the hypochlorite solution were added. Stirring was continued for 12 hours at room temperature, and the reaction mixture was then stirred into 350 ml of water. After extraction with dichloromethane, drying and removal of the solvent, the residue was chromatographed.

Aufarbeitung

  1. additionwere added
  2. extractionAfter extraction with dichloromethane
  3. customdrying
  4. customremoval of the solvent
  5. customthe residue was chromatographed

Quellen und Nachweise

ORD-Eintrag
ord-b68587919bc54d71ab79c827ec916b47
Quelldatensatz
uspto-grants-2003_11
Patentnummer
US06645919B1

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