Reaktion #684980

Reaktionsgleichung

N-bromosuccinimide

N-dodecanoyl-4-methylbenzenesulfonamide

Ethyl acetate

heptane

→

4-bromomethyl-N-(dodecanoyl)benzenesulfonamide

Ausbeute 120.2%

Lösungsmittel

tetrachloromethane

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle