반응 #4835

ord-9ef1ffbbe2ba4e948cd69ef247efc7ac

반응 방정식

CNCC(O)c1ccc(OC(=O)C(C)(C)C)c(OC(=O)C(C)(C)C)c1.Cl
propine
NS(=O)(=O)c1ccccc1I
2-iodophenylsulfonamide
c1ccc(P(c2ccccc2)c2ccccc2)cc1
P(C6H5)3
NS(=O)(=O)c1ccccc1
phenylsulfonamide

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타is completely reacted
  2. 2
    여과The reaction mixture is filtered
  3. 3
    농축the residue is concentrated in vacuo
  4. 4
    기타The precipitate is isolated
  5. 5
    기타dried
  6. 6
    기타Recrystallisation from ethyl acetate/hexane

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US04727186uspto-grants-1988_02