Réaction #83906

Équation de réaction

p-bromoacetophenone

1,3-propanedithiol

boron trifluoride etherate

→

4-bromo-1-(1,3-dithian-2-yl)ethylbenzene

Solvants

trichloromethane

dichloromethane

Conditions de réaction

Traitement

1. 1
   Lavagewashed twice with 10% sodium hydroxide (200 ml), water, and brine
2. 2
   Séchagedried (Na2SO4)
3. 3
   ConcentrationThe product was concentrated to an oil
4. 4
   workup.STIRRINGA portion was stirred with ether (100 ml)
5. 5
   Autrea crystalline product was formed
6. 6
   FiltrationThe crystalline product was recovered by filtration
7. 7
   Autrepurified by recrystallization

Mode opératoire

To the compound p-bromoacetophenone (36.85 g, 185 mmol) in trichloromethane (300 ml) was added 1,3-propanedithiol (25 g, 230 mmol) and boron trifluoride etherate (3 ml). The resulting mixture was stirred at room temperature for 48 hours. The mixture was diluted with dichloromethane (500 ml), washed twice with 10% sodium hydroxide (200 ml), water, and brine, and then dried (Na2SO4). The product was concentrated to an oil. A portion was stirred with ether (100 ml) and a crystalline product was formed. The crystalline product was recovered by filtration and purified by recrystallization to yield 4-bromo-1-(1,3-dithian-2-yl)ethylbenzene.

Source