Réaction #42499

Équation de réaction

Methyl 1H-indole-6-carboxylate

potassium tert-butoxide

Iodobutane

→

methyl 1-butyl-1H-indole-6-carboxylate

Solvants

DMSO

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGto stir for three additional hours
2. 2
   AutreThe mixture was partitioned between ethyl acetate and water and brine
3. 3
   Séchagedried over sodium sulfate
4. 4
   Filtrationfiltered
5. 5
   Concentrationconcentrated

Mode opératoire

Methyl 1H-indole-6-carboxylate (4.17 g) was dissolved in DMSO (30 mL), and potassium tert-butoxide (2.93 g) was added. The mixture was stirred for ten min at room temperature. Iodobutane (3.0 mL) was added. The mixture was allowed to stir for three additional hours. The mixture was partitioned between ethyl acetate and water and brine, dried over sodium sulfate, filtered, and concentrated to give methyl 1-butyl-1H-indole-6-carboxylate (4.53 g). MS (ESI+) for C14H17NO2+H1 m/z 232.12 (M+H)+.

Source