Phenacyl bromide → 2-(3,5-Dichlorophenyl)oxirane

HRID 580673Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 580673
C(Br)C(C1C=CC=CC=1)=O.C1OC1C1C=CC=CC=1.[CH3:20][C:21]([C:23]1[CH:28]=[C:27]([Cl:29])[CH:26]=[C:25]([Cl:30])[CH:24]=1)=[O:22].CCOC(C)=O>C(Cl)(Cl)Cl>[Cl:30][C:25]1[CH:24]=[C:23]([CH:28]=[C:27]([Cl:29])[CH:26]=1)[CH:21]1[O:22][CH2:20]1

Komponenten

6

Edukt 4

HCID 6259Phenacyl bromideHCID 7276Styrene OxideHCID 8857Ethyl AcetateHCID 27580583',5'-Dichloroacetophenone

Produkt 1

HCID 134887952-(3,5-Dichlorophenyl)oxirane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

The phenacyl bromide intermediate for the above-mentioned styrene oxide is prepared by brominating 10 g of 3,5-dichloroacetophenone in 50 ml of CHCl3 /50 ml of EtOAc with 23.6 g of CuBr2. The mixture is heated at reflux for 2.5 hours and cooled to room temperature. After stirring for 16 hours at room temperature, the mixture is cooled in ice for 2 hours and filtered. The filter cake is washed with 50 ml of CHCl3 and the combined filtrates are twice decolorized with activated carbon, filtered, and evaporated to dryness in vacuo to afford the orange oil of the 3,5-dichlorostyrene oxide.

Aufarbeitung

  1. temperatureThe mixture is heated
  2. temperatureat reflux for 2.5 hours
  3. temperaturethe mixture is cooled in ice for 2 hours
  4. filtrationfiltered
  5. washThe filter cake is washed with 50 ml of CHCl3
  6. filtrationfiltered
  7. customevaporated to dryness in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-133da0958dad4eccb03320629cda440b
Quelldatensatz
uspto-grants-1988_06
Patentnummer
US04754047

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