تفاعل #1537

ord-8f3db3635526422b993dd23dd01d5b7e

معادلة التفاعل

CC(=O)OC(CCl)c1ccsc1S(=O)(=O)NC(C)(C)C
N-t-butyl-3-(1-acetoxy-2-chloroethyl)-2-thiophenesulfonamide
CC(=O)OC(CCl)c1ccsc1S(N)(=O)=O
pure title compound
المردود 72.0%
CC(=O)OC(CCl)c1ccsc1S(N)(=O)=O
3-(1-acetoxy-2-chloroethyl)-2-thiophenesulfonamide
المردود 72.0%

الكواشف

لا شيء

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
    غسيلthe solution was washed with aqueous sodium bicarbanate solution
  4. 4
    أخرىThe organic layer was separated
  5. 5
    تجفيفdried over anhydrous magnesium sulfate
  6. 6
    ترشيحfiltered
  7. 7
    تركيزThe filtrate was then concentrated

الإجراء التجريبي

1.5 g (0.0044 mole) of N-t-butyl-3-(1-acetoxy-2-chloroethyl)-2-thiophenesulfonamide synthesized in Example 7 was 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 the solution was washed with aqueous sodium bicarbanate solution. The organic layer was separated, dried over anhydrous magnesium sulfate and filtered. The filtrate was then concentrated. The residue was subjected to column chromatograpy on silica gel to obtain 760 mg (Yield: 72%) of the pure title compound.

المصدر

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