Metal-Free Reduction of Nitrobenzene to Aniline in Subcritical Water

J Org Chem. 2018 Jul 20;83(14):7431-7437. doi: 10.1021/acs.joc.8b00406. Epub 2018 Jun 20.

Abstract

An environmentally friendly approach for the reduction of nitrobenzene to aniline promoted by carbonaceous bio-based materials was successfully achieved under subcritical water conditions. The proposed methodology features a metal-free process, no-hydrogen input as reductor, the use of commercial bio-based carbon materials having low cost and availability, and water as green solvent under subcritical conditions. Using optimized conditions, reduction of nitrobenzene in the presence of commercial NORIT GAC 12-40 or DACARB PC1000 was accomplished at 310 °C for 6 h and quantitatively furnished the target aniline. Treatment of NORIT GAC 12-40 with KOH allowed to decrease charcoal loading (6 g vs 40 g) and increase aniline yields (80% vs 66%).

Publication types

  • Research Support, Non-U.S. Gov't