تفاعل #49737

معادلة التفاعل

Triphenyl phosphine

carbon tetrabromide

hexane

2-chloro-4-(sulphenyl)-benzaldehyde

→

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

المردود 62.8%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   ترشيحThe resulting solid was filtered off
2. 2
   غسيلwashed with ether
3. 3
   أخرىThe combined filtrates were evaporated to dryness
4. 4
   أخرىthe residue was purified by chromatrography
5. 5
   غسيلeluted with hexane

الإجراء التجريبي

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.

المصدر