Diazomethane → 2-(4-Chlorobenzoyl)-2-(4-chlorophenyl)oxirane

HRID 231731

Reaktionsgleichung

Reaktionsgleichung von HRID 231731
[N+](=C)=[N-].N(CN[C:8](N)=[O:9])=O.[OH-].[Na+].[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]([C:22]([C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=2)=O)=[O:21])=[CH:16][CH:15]=1>CCOCC.O1CCOCC1>[Cl:13][C:14]1[CH:15]=[CH:16][C:17]([C:20]([C:22]2([C:24]3[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=3)[CH2:8][O:9]2)=[O:21])=[CH:18][CH:19]=1

Komponenten

7

Edukt 4

HCID 9550DiazomethaneHCID 14798Sodium HydroxideHCID 189461,2-Ethanedione, 1,2-bis(4-chlorophenyl)-HCID 104823Urea, (nitrosomethyl)-

Produkt 1

HCID 198700842-(4-Chlorobenzoyl)-2-(4-chlorophenyl)oxirane

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

With cooling and stirring, an ethereal diazomethane solution prepared by reaction of 5.34 g of N-nitrosomethylurea with aqueous sodium hydroxide solution in ether is added dropwise to a solution of 5 g of 4,4'-dichlorobenzil in 50 ml of dioxane. When the dropwise addition is complete, stirring is continued for 16 hours at room temperature, and the reaction solution is then concentrated by evaporation. The residual oil is crude 2-(4-chlorobenzoyl)-2-(4-chlorophenyl)oxirane which is purified by high vacuum distillation.

Aufarbeitung

  1. temperatureWith cooling
  2. additionWhen the dropwise addition
  3. stirringstirring
  4. concentrationthe reaction solution is then concentrated by evaporation
  5. distillationis purified by high vacuum distillation

Quellen und Nachweise

ORD-Eintrag
ord-6d4cb271441e4f7d8ae60d44ed921d4b
Quelldatensatz
uspto-grants-1989_07
Patentnummer
US04849007

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