Réaction #3478

Équation de réaction

1-[2-(tert-Butoxycarbonylamino)-5-methoxyphenyl]-2-butanone

→

2-ethyl-5-methoxy-1H-indole

Rendement 58.0%

Solvants

CH2Cl2

trifluoroacetic acid

Conditions de réaction

Traitement

1. 1
   Lavagewashed with water, NaHCO3 solution
2. 2
   Autrethe product chromatographed on silica (eluted with 20% EtOAc/hexane)

Mode opératoire

1-[2-(tert-Butoxycarbonylamino)-5-methoxyphenyl]-2-butanone (7.33 g, 0.025 mol) in 120 mL of CH2Cl2 and 20 mL of trifluoroacetic acid was stirred for 20 hours, washed with water, NaHCO3 solution and the product chromatographed on silica (eluted with 20% EtOAc/hexane) to give 2.54 g (58% yield) of 2-ethyl-5-methoxy-1H-indole as a white solid, mp 49°-50° C.

Source