Reacción #42504

Ecuación de reacción

Butyl 1-butyl-3-(trifluoroacetyl)-1H-indole-6-carboxylate

LiOH.H2O

THF

water

→

1-butyl-3-(trifluoroacetyl)-1H-indole-6-carboxylic acid

Rendimiento 70.7%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solvents were then removed under reduced pressure and HCl (2N, 0.5 mL)
2. 2
   workup.ADDITIONwas added to the residue
3. 3
   ExtracciónThe residue was extracted with ethyl acetate
4. 4
   Secadodried over magnesium sulfate
5. 5
   Filtraciónfiltered
6. 6
   Concentraciónconcentrated

Procedimiento

Butyl 1-butyl-3-(trifluoroacetyl)-1H-indole-6-carboxylate (0.277 g), LiOH.H2O (0.040 g), THF (1.5 mL), water (0.5 mL), and methanol (0.5 mL) were stirred overnight at room temperature. The solvents were then removed under reduced pressure and HCl (2N, 0.5 mL) was added to the residue. The residue was extracted with ethyl acetate, dried over magnesium sulfate, filtered, and concentrated. Chromatography on silica gel using methanol/dichloromethane (6/94) gave 1-butyl-3-(trifluoroacetyl)-1H-indole-6-carboxylic acid (0.166 g). MS (ESI+) for C15H14F3N1O3+H1 m/z 314.10 (M+H)+.

Fuente