Reacción #516583

ord-d1930705bbee4646bd311bb518cb4c51

Ecuación de reacción

c1ccc2c(c1)OCO2
1,3-benzodioxole
O=S(=O)(Cl)Cl
sulfuryl chloride
O=S(=O)(Cl)c1ccc2c(c1)OCO2
(1,3-benzodioxol-5-yl)sulfonyl chloride
Rendimiento 16.3%

Condiciones de reacción

Temperatura
100°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrowhereupon a solid formed
  2. 2
    TemperaturaThe reaction was cooled
  3. 3
    Extracciónextracted with methylene chloride
  4. 4
    Secadodried over magnesium sulfate
  5. 5
    Filtraciónfiltered
  6. 6
    Concentraciónconcentrated
  7. 7
    Otroto give 7.32 g of crude material as a black oil
  8. 8
    OtroThis was chromatographed on silica gel using 20% methylene chloride/hexane

Procedimiento

To a solution of 4.25 g of anhydrous N,N-dimethylformamide at 0° C. under nitrogen was added 7.84 g of sulfuryl chloride, whereupon a solid formed. After stirring for 15 minutes, 6.45 g of 1,3-benzodioxole was added, and the mixture heated at 100° C. for 2 hours. The reaction was cooled, poured into ice water, extracted with methylene chloride, dried over magnesium sulfate, filtered and concentrated to give 7.32 g of crude material as a black oil. This was chromatographed on silica gel using 20% methylene chloride/hexane to afford 1.9 g of (1,3-benzodioxol-5-yl)sulfonyl chloride.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06316496B1uspto-grants-2001_11