Water → (S)-[1-(4-chlorophenyl)-ethyl]-[1-(4-chlorophenyl)-ethylidene]-amine

HRID 1003757

Reaktionsgleichung

Reaktionsgleichung von HRID 1003757
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([NH2:10])[CH3:9])=[CH:4][CH:3]=1.[CH3:11][C:12]([C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=1)=O.O>C1(C)C=CC=CC=1.CCCCO.CCCCO.CCCCO.CCCCO.[Ti]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([N:10]=[C:12]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)[CH3:11])[CH3:9])=[CH:4][CH:3]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 7467P-ChloroacetophenoneHCID 1550852(S)-(-)-1-(4-chlorophenyl)ethylamine

Produkt 1

HCID 10946249(S)-[1-(4-chlorophenyl)-ethyl]-[1-(4-chlorophenyl)-ethylidene]-amineAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 521701TetrabutoxytitaniumKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

8 g of tetrabutyl ortho-titanate are added to a solution of 116 g (0.72 mol) of (S)-1-(4-chlorophenyl)-ethylamine (65% ee) and 114.5 g (0.727 mol) of 4-chloroacetophenone in 500 ml of toluene at room temperature with stirring, and the mixture is then refluxed for 6 hours at the water separator. The reaction mixture is filtered, and the filtrate is evaporated under reduced pressure to give 191.3 g (91% of theory) of (S)-[1-(4-chlorophenyl)-ethyl]-[1-(4-chlorophenyl)-ethylidene]-amine.

Aufarbeitung

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate is evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ad7a541d7b7e4777a3bfef5cf374239e
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06046351

Verknüpfte Notizen

Wird geladen…