5-(1,1-Dimethylethyl)-1H-indole-2-carboxylic acid → 5-(tert-Butyl)-1H-indole

Participants

Reaction Conditions

Reaction Steps

A mixture of 5 -tert-butylindole-2-carboxylic acid (2.3 g) and cupper powder (0.46 g) in quinoline (20 ml) was stirred at 220° C. for 1 hour. After cooling, the reaction mixture was partitioned between diluted hydrochloric acid and diethyl ether. The ether layer was washed successively with diluted hydrochloric acid 3 times, sodium hydrogen carbonate solution and brine, and dried over magnesium sulfate and evaporated under reduced pressure to give 5-tert-butylindole (2.10 g).

Provenance & Evidence