Reacción #4835

Ecuación de reacción

propine

2-iodophenylsulfonamide

P(C6H5)3

→

phenylsulfonamide

Disolventes

dimethylformamide

triethylamine

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrois completely reacted
2. 2
   FiltraciónThe reaction mixture is filtered
3. 3
   Concentraciónthe residue is concentrated in vacuo
4. 4
   OtroThe precipitate is isolated
5. 5
   Otrodried
6. 6
   OtroRecrystallisation from ethyl acetate/hexane

Procedimiento

To a solution of 28.3 g (0.1 mole) of 2-iodophenylsulfonamide in 350 ml of dimethylformamide and 100 ml of triethylamine are added 1.0 g of palladium dichloro-bis(triphenylphosphite) complex, PdCl2 [P(C6H5)3 ]2, and 0.5 g of copper(I) iodide (CuI). Gaseous propine is then introduced into this solution until the starting material is completely reacted. The reaction mixture is filtered and the residue is concentrated in vacuo and then taken up in water. The precipitate is isolated and dried. Recrystallisation from ethyl acetate/hexane yields 15.6 g (80%) of 2-propyn-1-yl)phenylsulfonamide with a melting point of 147°-149° C.

Fuente