Reacción #4235

ord-5a26a82ee29e4183bd849568dc3c6a8f

Ecuación de reacción

CCc1ccccc1S(=O)(=O)Cl
2-ethylbenzenesulfonyl chloride
ClOCl
dichlorine monoxide
CC(Cl)c1ccccc1S(=O)(=O)Cl
colorless oil
Rendimiento 83.9%
CC(Cl)c1ccccc1S(=O)(=O)Cl
2-(1-Chloroethyl)benzenesulfonyl chloride
Rendimiento 83.9%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturathe mixture was heated in a closed system at 50°-60° for 16 hrs
  2. 2
    SecadoThe mixture was dried (MgSO4) and volatiles
  3. 3
    Otrowere removed under vacuum
  4. 4
    workup.DISTILLATIONThe residue was kugelrohr distilled

Procedimiento

A solution of 2-ethylbenzenesulfonyl chloride (obtained by chlorosulfonation of ethylbenzene) (7.78 g) in carbon tetrachloride (5.0 ml) was contacted with a solution of dichlorine monoxide (82 mmol) in carbon tetrachloride (100 ml) and the mixture was heated in a closed system at 50°-60° for 16 hrs. The mixture was dried (MgSO4) and volatiles were removed under vacuum. The residue was kugelrohr distilled to give 7.63 g of colorless oil, bp 75°-80° (0.15 mm). 1H nmr δCDCl3TMS 8.20-7.35 (m). 6.13 (q, J=7 Hz), 1.90 (d, J=7 Hz).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04723990uspto-grants-1988_02