تفاعل #7061

معادلة التفاعل

5-trimethylsilyl-4-methylsulfanylthiophene-2-sulfonamide

tetra-butylammonium fluoride

→

title compound

المردود 82.0%

4-Methylsulfanylthiophene-2-sulfonamide

المردود 82.0%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىThe THF is removed under reduced pressure
2. 2
   workup.DISSOLUTIONthe residue is dissolved in EtOAc (200 mL)
3. 3
   غسيلThe organic layer is washed with brine
4. 4
   تجفيفthen dried (Na2SO4)
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated in vacuo
7. 7
   أخرىThe crude product is chromatographed on silica gel
8. 8
   غسيلeluting with Hex

الإجراء التجريبي

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%).

المصدر