Réaction #684980

Équation de réaction

N-bromosuccinimide

N-dodecanoyl-4-methylbenzenesulfonamide

Ethyl acetate

heptane

→

4-bromomethyl-N-(dodecanoyl)benzenesulfonamide

Rendement 120.2%

Solvants

tetrachloromethane

Conditions de réaction

Traitement

1. 1
   TempératureThe reaction mixture was heated for 1 h to 80° C
2. 2
   TempératureThe reaction mixture was heated another 2 h to 80° C
3. 3
   AutreThe solid was removed by filtration
4. 4
   AutreThe solvent was removed from the filtrate

Mode opératoire

At 80° C., N-bromosuccinimide (1.43 g, 8.06 mmol) and dibenzoylperoxide (62 mg, 0.25 mmol) were added successively to a solution of N-dodecanoyl-4-methylbenzenesulfonamide (3 g, 8.48 mmol) in tetrachloromethane (75 ml). The reaction mixture was heated for 1 h to 80° C. Another portion of dibenzoylperoxide (100 mg, 0.41 mmol) was added. The reaction mixture was heated another 2 h to 80° C. It was cooled to room temperature and left for 16 h. Ethyl acetate (100 ml) and heptane (100 ml) were added. The solid was removed by filtration. The solvent was removed from the filtrate to give 4.19 g of crude 4-bromomethyl-N-(dodecanoyl)benzenesulfonamide, which was used for the next step, without further purification.

Source