Synthesis of p-aminophenol by catalytic hydrogenation of nitrobenzene

Citation
Cv. Rode et al., Synthesis of p-aminophenol by catalytic hydrogenation of nitrobenzene, ORG PROC R, 3(6), 1999, pp. 465-470
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC PROCESS RESEARCH & DEVELOPMENT
ISSN journal
10836160 → ACNP
Volume
3
Issue
6
Year of publication
1999
Pages
465 - 470
Database
ISI
SICI code
1083-6160(199911/12)3:6<465:SOPBCH>2.0.ZU;2-G
Abstract
The present work describes the preparation of p-aminophenol via single-step catalytic hydrogenation of nitrobenzene in acid medium. A conventional met hod of synthesis of p-aminophenol is a two-step reaction involving iron-aci d reduction of p-nitrophenol, This method causes serious effluent disposal problems due to the stoichiometric use of iron-acid, which leads to the for mation of Fe-FeO sludge (congruent to 1.2 kg/kg of product) in the process, which cannot be recycled, The single-step hydrogenation of nitrobenzene wa s carried out using platinum catalyst, and the process conditions were opti mized. Complete conversion of nitrobenzene was achieved with selectivity to p-aminophenol as high as 75% under the best set of conditions. Furthermore , the catalyst can be easily recovered and efficiently recycled giving the TON as high as 1.38 x 10.(5) This paper presents studies on the effect of v arious process parameters such as temperature, hydrogen pressure, and subst rate and acid concentration on the rate of reaction and selectivity to p-am inophenol.