Synthesis
General procedure: hydrazine hydrate (10 mmol) was added to a mixture of 1-bromo-4-(tert-butyl)-2-nitrobenzene (1 mmol), 10% Pd/C catalyst, and methanol (5 mL). The reaction mixture was placed in a Biotage Initiator Classic microwave synthesizer and heated at 120°C for 15 minutes. Upon completion of the reaction, the mixture was filtered to remove the catalyst and the filtrate was concentrated under reduced pressure. The crude product was purified by fast column chromatography using hexane and ethyl acetate as eluents to give 3-tert-butylaniline.
References
[1] Tetrahedron Letters, 2000, vol. 41, # 21, p. 4065 - 4068
[2] Synlett, 2014, vol. 25, # 10, p. 1403 - 1408
