Abstract
An environmentally friendly and safe synthesis of phloroglucinol and its derivatives
through the flow hydrogenation of 1,3,5-trinitrobenzenes on heterogeneous copper catalysts
is reported. It was found that hydrogenation of 1,3,5-trinitrobenzene, 2,4,6-trinitrotoluene,
2,4,6-trinitroxylene, and 2,4,6-trinitromesitylene in methanol over Cu–Al mixed oxides
derived from layered double hydroxides led to selective formation of the corresponding
triaminobenzenes, which were isolated from the reaction mixture in the form of double
salts with sulfuric acid and were stable in storage. Subsequent hydrolysis in aqueous
solution gave the phloroglucinol derivatives in good yields (75–82%).
Key words
trinitrobenzenes - hydrogenation - flow reactor - heterogeneous catalysis - mixed
oxides - layered double hydroxides - phloroglucinol derivatives
