Reacción #88019

Ecuación de reacción

ethyl 4-(N-(tert-butoxycarbonyl)methylsulfonamido)-thiophene-2-carboxylate

lithium hydroxide

→

4-(N-(tert-butoxycarbonyl)-methylsulfonamido)thiophene-2-carboxylic acid

Rendimiento 79.7%

Disolventes

THF water

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe mixture was reacted overnight at RT
2. 2
   OtroThe organic solvent was evaporated
3. 3
   Filtraciónthe resulting precipitate was collected by filtration

Procedimiento

To a solution of ethyl 4-(N-(tert-butoxycarbonyl)methylsulfonamido)-thiophene-2-carboxylate (Int. 43) (300 mg, 0.859 mmol) in THF/water 1/1 (20 ml), lithium hydroxide (61.7 mg, 2.58 mmol) was added, and the mixture was reacted overnight at RT. The organic solvent was evaporated and the aqueous residue was acidified with 1N HCl (pH=5); the resulting precipitate was collected by filtration yielding 4-(N-(tert-butoxycarbonyl)-methylsulfonamido)thiophene-2-carboxylic acid (Int. 44) (220 mg, 0.685 mmol, MS/ESI+343.7 [MNa]+).

Fuente