Reaktion #1537

Reaktionsgleichung

N-t-butyl-3-(1-acetoxy-2-chloroethyl)-2-thiophenesulfonamide

→

pure title compound

Ausbeute 72.0%

3-(1-acetoxy-2-chloroethyl)-2-thiophenesulfonamide

Ausbeute 72.0%

Lösungsmittel

trifluoroacetic acid

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle