Reacción #1533

ord-79a672ca3eff441b932b12489c10964b

Ecuación de reacción

CC(=O)OC(CF)c1ccsc1S(=O)(=O)NC(C)(C)C
N-t-butyl-3-(1-aceoxy-2-fluoroethyl) 2-thiophenesulfonamide
CC(=O)OC(CF)c1ccsc1S(=O)(=O)NC(C)(C)C
N-t-butyl-3-(1-acetoxy-2-fluoroethyl)-2-thiophenesulfonamide
CC(=O)OC(CF)c1ccsc1S(N)(=O)=O
pure title compound
Rendimiento 74.0%
CC(=O)OC(CF)c1ccsc1S(N)(=O)=O
3-(1-acetoxy-2-fluoroethyl)-2-thiophenesulfonamide
Rendimiento 74.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Concentraciónconcentrated under reduced pressure
  2. 2
    workup.DISSOLUTIONThe residue was dissolved in methylene chloride
  3. 3
    Lavadowashed with aqueous sodium bicarbonate solution
  4. 4
    OtroThe organic layer was separated
  5. 5
    Secadodried over anhydrous magnesium sulfate
  6. 6
    Filtraciónfiltered
  7. 7
    ConcentraciónThe filtrate was concentrated
  8. 8
    OtroThe residue was recrystallized

Procedimiento

1.4 g (0.0043 mole) of N-t-butyl-3-(1-aceoxy-2-fluoroethyl) -2-thiophenesulfonamide synthesized in Example 2 dissolved in 5 ml of trifluoroacetic acid. The reaction solution was stirred at normal temperature for 12 hours and then concentrated under reduced pressure. The residue was dissolved in methylene chloride and washed with aqueous sodium bicarbonate solution. The organic layer was separated, dried over anhydrous magnesium sulfate and then filtered. The filtrate was concentrated. The residue was recrystallized to obtain 750 mg (Yield: 74%) of the pure title compound as a white solid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05726127uspto-grants-1998_03