Reacción #1537

Ecuación de reacción

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

→

pure title compound

Rendimiento 72.0%

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

Rendimiento 72.0%

Disolventes

trifluoroacetic acid

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.

Fuente