tert-butyl (2,4-dimethylphenyl)carbamate → HCID 23368800, compound

Participants

Reaction Steps

2-Ethyl-5-methyl-1H-indole. Using methods described in Example 1, Part D, 11.05 g (0.05 mol) of N-tert-butoxycarbonyl-2,4-dimethylaniline was reacted with 81 mL of 1.3M sec-butyl lithium and 6.1 g (0.05 mol) of N-methoxy-N-methylpropanamide to give the crude 1-[2-(tert-butoxycarbonylamino)-5-methylphenyl)-2-pentanone. Treatment of this material with trifluoroacetic and crystallization from EtOAc/hexane gave 1.82 g (13% yield) of 2-ethyl-5-methyl-1H-indole, mp, 77°-78° C.

Provenance & Evidence