Реакция #7058

Уравнение реакции

5-trimethylsilyl-4-methoxythiophene-2-sulfonamide

tetra-butylammonium fluoride

→

title compound

Выход 86.0%

4-Methoxythiophene-2-sulfonamide

Выход 86.0%

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-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%).

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