Sodium Hypochlorite → HCID 86608017, Verbindung

HRID 2237919Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2237919
[CH2:1]([S:3][C:4](SCC)=[C:5]([C:19]([F:22])([F:21])[F:20])[CH2:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=1)=[O:8])[CH3:2].[O-:26]Cl.[Na+]>C(O)(C(F)(F)F)=O.O>[CH2:1]([S:3][C:4](=[O:26])[CH:5]([C:19]([F:22])([F:21])[F:20])[CH2:6][C:7](=[O:8])[C:9]1[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=1)[CH3:2]

Komponenten

5

Edukt 2

HCID 23665760Sodium HypochloriteHCID 866080184,4-Bis-ethylsulfanyl-3-trifluoromethyl-1-(4-trifluoromethyl-phenyl)-but-3-en-1-one

Produkt 1

HCID 86608017HCID 86608017, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

A mixture of 4,4-bis-ethylsulfanyl-3-trifluoromethyl-1-(4-trifluoromethyl-phenyl)-but-3-en-1-one (example C.26 step 3) (36.96 g, 92 mmol) in TFA (54.3 mL) and water (5.8 mL) was refluxed for 18 h under nitrogen atmosphere, the exhaust of the reaction was passed through a NaOCl solution to trap the liberated ethyl mercaptane. The volatiles were evaporated and the mixture was diluted with water and extracted with TBME, the organic layer was washed with sat. NaHCO3-sol. and brine, dried over Na2SO4. Removal of the solvent in vacuum left the title compound as a brown oil (31.2 g, 95%), which was used without further purification [according to J. Fluorine Chem. 2001, 107, 281.]. MS (EI) 339.0 [(M−F)+].

Aufarbeitung

  1. temperaturewas refluxed for 18 h under nitrogen atmosphere
  2. customThe volatiles were evaporated
  3. additionthe mixture was diluted with water
  4. extractionextracted with TBME
  5. washthe organic layer was washed with sat. NaHCO3-sol
  6. dry with materialand brine, dried over Na2SO4
  7. customRemoval of the solvent in vacuum
  8. waitleft the title compound as a brown oil (31.2 g, 95%), which
  9. customwas used without further purification [according to J. Fluorine Chem. 2001, 107, 281.]

Quellen und Nachweise

ORD-Eintrag
ord-7cb917fbed1549dba27ce49cf75726f5
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07718661B2

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