Reaktion #49737

Reaktionsgleichung

Triphenyl phosphine

carbon tetrabromide

hexane

2-chloro-4-(sulphenyl)-benzaldehyde

→

1,1-dibromo-2-[2-chloro-4-(methylsulphenyl)phenyl]ethene

Ausbeute 62.8%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe resulting solid was filtered off
2. 2
   Waschenwashed with ether
3. 3
   SonstigeThe combined filtrates were evaporated to dryness
4. 4
   Sonstigethe residue was purified by chromatrography
5. 5
   Wascheneluted with hexane

Vorschrift

Triphenyl phosphine (2.5 g) was added to a stirred solution of carbon tetrabromide (1.48 g) in dichloromethane maintaining the temperature at 0° C. The mixture was stirred for 0.5 hours and 2-chloro-4-(sulphenyl)-benzaldehyde (1.0 g) was added. The resultant mixture was stirred for 0.5 hours and poured into hexane. The resulting solid was filtered off and washed with ether. The combined filtrates were evaporated to dryness and the residue was purified by chromatrography eluted with hexane to give 1,1-dibromo-2-[2-chloro-4-(methylsulphenyl)phenyl]ethene (0.96 g) as a white solid, NMR (CDCl3) 2.45 (s,3H), 7.15(d,1H), 7.25(s,1H), 7.55(s,1H), 7.6(d,1H). By proceeding in a similar manner the following compound was prepared from the appropriately substituted starting material.

Quelle