反応 #7061

反応方程式

5-trimethylsilyl-4-methylsulfanylthiophene-2-sulfonamide

tetra-butylammonium fluoride

→

title compound

収率 82.0%

4-Methylsulfanylthiophene-2-sulfonamide

収率 82.0%

溶媒

THF

反応条件

後処理

1. 1
   その他The THF is removed under reduced pressure
2. 2
   workup.DISSOLUTIONthe residue is dissolved in EtOAc (200 mL)
3. 3
   洗浄The organic layer is washed with brine
4. 4
   乾燥then dried (Na2SO4)
5. 5
   ろ過filtered
6. 6
   濃縮concentrated in vacuo
7. 7
   その他The crude product is chromatographed on silica gel
8. 8
   洗浄eluting with Hex

実験手順

To a solution of 5-trimethylsilyl-4-methylsulfanylthiophene-2-sulfonamide (660 mg, 2.34 mmol) in THF (10 mL) is added a solution of tetra-butylammonium fluoride (14.0 mL of 1 M in THF, 14.0 mmol). The reaction mixture is stirred at room temperature for 3 hr. The THF is removed under reduced pressure and 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 (2:1) to afford the title compound (400 mg, 82%).

出典