تفاعل #1533

ord-79a672ca3eff441b932b12489c10964b

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزconcentrated under reduced pressure
  2. 2
    workup.DISSOLUTIONThe residue was dissolved in methylene chloride
  3. 3
    غسيلwashed with aqueous sodium bicarbonate solution
  4. 4
    أخرىThe organic layer was separated
  5. 5
    تجفيفdried over anhydrous magnesium sulfate
  6. 6
    ترشيحfiltered
  7. 7
    تركيزThe filtrate was concentrated
  8. 8
    أخرىThe residue was recrystallized

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05726127uspto-grants-1998_03