Reacción #4285

ord-a8eb42d4c700427bb2f6aedd4d4b659d

Ecuación de reacción

O=S(=O)(CCCCl)c1ccc(Cl)cc1
1-chloro-3-(p-chlorophenylsulfonyl)propane
O=C1NC(=O)c2ccccc21.[K]
potassium phthalimide
O=C1c2ccccc2C(=O)N1CCCS(=O)(=O)c1ccc(Cl)cc1
2-[3-[(4-Chlorophenyl)sulfonyl]propyl]-1,3-dihydro-2H-isoindole-1,3-dione

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroquenched in water
  2. 2
    ExtracciónThe mixture was extracted with methylene chloride
  3. 3
    Secadothe methylene chloride layer dried over magnesium sulfate
  4. 4
    workup.ADDITIONDiethylether and hexane were added
  5. 5
    OtroThe crystalline product was recrystallized from methylene chloride diethyl ether
  6. 6
    Otroto give a white crystalline product, m.p. 187.5°-188.5° C.

Procedimiento

A solution of 17.8 g (0.07 mole) of 1-chloro-3-(p-chlorophenylsulfonyl)propane and 15.2 g (0.082 mole) of potassium phthalimide in 300 ml of dimethylformamide was stirred at 90°-110° C. for 2 hr and then quenched in water. The mixture was extracted with methylene chloride and the methylene chloride layer dried over magnesium sulfate. Diethylether and hexane were added and the solution stored at 0° C. overnight. The crystalline product was recrystallized from methylene chloride diethyl ether to give a white crystalline product, m.p. 187.5°-188.5° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04724235uspto-grants-1988_02