Reaktion #1533

ord-79a672ca3eff441b932b12489c10964b

Reaktionsgleichung

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
Ausbeute 74.0%
CC(=O)OC(CF)c1ccsc1S(N)(=O)=O
3-(1-acetoxy-2-fluoroethyl)-2-thiophenesulfonamide
Ausbeute 74.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Einengenconcentrated under reduced pressure
  2. 2
    workup.DISSOLUTIONThe residue was dissolved in methylene chloride
  3. 3
    Waschenwashed with aqueous sodium bicarbonate solution
  4. 4
    SonstigeThe organic layer was separated
  5. 5
    Trocknendried over anhydrous magnesium sulfate
  6. 6
    Filtrationfiltered
  7. 7
    EinengenThe filtrate was concentrated
  8. 8
    SonstigeThe residue was recrystallized

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05726127uspto-grants-1998_03