Reacción #1517

Ecuación de reacción

p-toluylic acid

N-bromosuccinimide

→

4-bromomethylbenzoic acid

Rendimiento 65.3%

Disolventes

carbon tetrachloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroa reaction
2. 2
   Temperaturaunder reflux for 2 hours
3. 3
   OtroAfter completion of the reaction
4. 4
   Temperaturathe reaction mixture was cooled in ice bath
5. 5
   FiltraciónThe deposited crystalline product was collected by filtration, which
6. 6
   Lavadowas then washed with hexane and water
7. 7
   Otroby drying
8. 8
   OtroThe resultant crystalline product was recrystallized from ethanol
9. 9
   Otroto obtain

Procedimiento

39.7 g (287 mmol) of p-toluylic acid, 51.2 g (287 mmol) of N-bromosuccinimide and 2.8 g (11.5 mmol) of dibenzoyl peroxide were suspended in 350 ml of carbon tetrachloride. Then, the resultant mixture was heated with vigorously stirring to perform a reaction under reflux for 2 hours. After completion of the reaction, the reaction mixture was cooled in ice bath. The deposited crystalline product was collected by filtration, which was then washed with hexane and water, followed by drying. The resultant crystalline product was recrystallized from ethanol to obtain 40.3 g of 4-bromomethylbenzoic acid as a white needle crystal (isolated yield: 65%).

Fuente