Реакция #7061

Уравнение реакции

5-trimethylsilyl-4-methylsulfanylthiophene-2-sulfonamide

tetra-butylammonium fluoride

→

title compound

Выход 82.0%

4-Methylsulfanylthiophene-2-sulfonamide

Выход 82.0%

Растворители

THF

Условия реакции

Обработка

1. 1
   ДругоеThe THF is removed under reduced pressure
2. 2
   workup.DISSOLUTIONthe residue is dissolved in EtOAc (200 mL)
3. 3
   ПромывкаThe organic layer is washed with brine
4. 4
   Сушкаthen dried (Na2SO4)
5. 5
   Фильтрацияfiltered
6. 6
   Концентрированиеconcentrated in vacuo
7. 7
   ДругоеThe crude product is chromatographed on silica gel
8. 8
   Промывкаeluting with Hex

Методика

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%).

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