Reaktion #7058

Reaktionsgleichung

5-trimethylsilyl-4-methoxythiophene-2-sulfonamide

tetra-butylammonium fluoride

→

title compound

Ausbeute 86.0%

4-Methoxythiophene-2-sulfonamide

Ausbeute 86.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe THF is removed under reduced pressure
2. 2
   workup.DISSOLUTIONThe residue is dissolved in EtOAc (200 mL)
3. 3
   WaschenThe organic layer is washed with brine
4. 4
   Trocknenthen dried (Na2SO4)
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated in vacuo
7. 7
   SonstigeThe crude product is chromatographed on silica gel
8. 8
   Wascheneluting with Hex

Vorschrift

To a solution of 5-trimethylsilyl-4-methoxythiophene-2-sulfonamide (770 mg, 2.90 mmol) in THF (10 mL) is added a solution of tetra-butylammonium fluoride (17.4 mL of 1 M in THF, 17.4 mmol). The reaction mixture is stirred at room temperature for 2 hr. The THF is removed under reduced pressure. The residue is dissolved in EtOAc (200 mL). The organic layer is washed with brine then dried (Na2SO4), filtered and concentrated in vacuo. The crude product is chromatographed on silica gel, eluting with Hex:EtOAc (3:1) to afford the title compound (480 mg, 86%).

Quelle