Reacción #7073

ord-cdfc09446c49400d80ac411e2e633a6a

Ecuación de reacción

CCN(CC)CC
triethyl amine
OCCc1ccc(O)cc1
2-(4-Hydroxyphenyl)ethanol
CS(=O)(=O)Cl
Methanesulfonyl chloride
CS(=O)(=O)OCCc1ccc(OS(C)(=O)=O)cc1
1-(Methylsulfonyloxy)-2-[4-(methylsulfonyloxy)phenyl]ethane

Condiciones de reacción

Temperatura
-20°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrothe temperature between −25° C. and −15° C
  2. 2
    Otrowere formed which
  3. 3
    Filtraciónwere filtered off
  4. 4
    Lavadowashed with methylene chloride (600 ml)
  5. 5
    LavadoThe organic layer was washed first with saturated sodium hydrogencarbonate solution (700 ml) at 20° C.
  6. 6
    OtroThe methylene chloride was evaporated to dryness

Procedimiento

2-(4-Hydroxyphenyl)ethanol(356 g, 2.58 mol, 1.0 eq) was dissolved in methylene chloride (3500 ml) and triethyl amine (653 g, 6.44 mol, 2.5 eq). The mixture was cooled to −20° C. Methanesulfonyl chloride (657 g, 5.74 mol. 2.2 eq) was then added keeping the temperature between −25° C. and −15° C. When the conversion was >95% salts were formed which were filtered off and washed with methylene chloride (600 ml). The organic layer was washed first with saturated sodium hydrogencarbonate solution (700 ml) at 20° C. followed by water (700 ml). The methylene chloride was evaporated to dryness and the remaining residue was then used in the subsequent step.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07084177B2uspto-grants-2006_08