反应详情

A solution of 54.8 g (192 mmol) of N-tert-butyl-2-methoxycarbonyl-5-methylbenzenesulfonamide in 420 ml of tetrachloromethane is heated at reflux for 6-8 h under a nitrogen protective-gas atmosphere, following addition of 36 g (202 mmol) of N-bromosuccinimide and 0.5 g of azobisisobutyronitrile (AIBN) with simultaneous irradiation with a daylight lamp. The solution is then filtered and then washed in succession with sodium disulphide solution, sodium hydrogen carbonate solution and water, dried over Na2SO4 and evaporated to dryness i.v. Crystallization of the residue from diisopropyl ether/ethyl acetate yields 41.9 g (57%) of N-tert-butyl-5-bromomethyl-2-methoxycarbonylbenzenesulfonamide of mp. 88-90 °C.

1. temperatureat reflux for 6-8 h under a nitrogen protective-gas atmosphere
2. customwith simultaneous irradiation with a daylight lamp
3. filtrationThe solution is then filtered
4. washwashed in succession with sodium disulphide solution, sodium hydrogen carbonate solution and water
5. dry with materialdried over Na2SO4
6. customevaporated to dryness i.v
7. customCrystallization of the residue from diisopropyl ether/ethyl acetate