4-Chloro-o-xylene → 2,2'-Dichloro-4,4',5,5'-tetramethylbenzophenone

HRID 255470

Reaktionsgleichung

Reaktionsgleichung von HRID 255470
[Al+3].[Cl-:2].[Cl-:3].[Cl-].Cl[C:6]1[CH:7]=[C:8]([CH3:13])[C:9]([CH3:12])=[CH:10][CH:11]=1.[C:14](Cl)(=[O:18])[C:15](Cl)=O>C(=S)=S>[Cl:2][C:11]1[CH:10]=[C:9]([CH3:12])[C:8]([CH3:13])=[CH:7][C:6]=1[C:14]([C:15]1[CH:10]=[C:9]([CH3:12])[C:8]([CH3:13])=[CH:7][C:6]=1[Cl:3])=[O:18]

Komponenten

5

Edukt 3

HCID 328864-Chloro-o-xyleneHCID 65578Oxalyl chlorideHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 150271722,2'-Dichloro-4,4',5,5'-tetramethylbenzophenoneAusbeute 67,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6348Carbon DisulfideLösungsmittel

Versuchsvorschrift

146 g of AlCl3 are added to a solution of 140 g of 4-chloro-o-xylene and 68 g of oxalyl chloride in 500 ml of CS2 at 0°-5°C. in the course of 2 hours, with stirring. After 20 hours, the mixture is poured onto ice and extracted with 600 ml of CHCl3. The extract is washed with water, dried and evaporated completely. Recrystallisation of the residue from diisopropyl ether gives 103.8 g of 2,2'-dichloro-4,4',5,5'-tetramethylbenzophenone (D). Melting point: 148°-149° C.

Aufarbeitung

  1. additionthe mixture is poured onto ice
  2. extractionextracted with 600 ml of CHCl3
  3. washThe extract is washed with water
  4. customdried
  5. customevaporated completely
  6. customRecrystallisation of the residue from diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-a1700d5b417a47799cf30df7de44a2e5
Quelldatensatz
uspto-grants-1987_10
Patentnummer
US04698295

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