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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 41, 2011 - Issue 22
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Original Articles

Transfer Hydrogenations of Nitrobenzene Using Glycerol as Solvent and Hydrogen Donor

, , &
Pages 3409-3416 | Received 26 Jan 2010, Published online: 26 Jul 2011
 

Abstract

Aniline has been successfully produced by catalytic transfer hydrogenation of nitrobenzene in glycerol, which was employed as both a green solvent and a hydrogen donor. As a solvent, glycerol also facilitated easy separation of the product and recycling of the catalyst.

Notes

a Reaction conditions: 0.25 g nitrobenzene, 0.1 g Raney nickel, 5 mmol base, 5 g glycerol, 100 °C, 24 h.

b The reaction was performed without Raney nickel.

c 10 mmol base.

d 78 h.

e Reaction conditions: 2.5 g nitrobenzene, 0.4 g Raney nickel, 20 mmol base, 50 g glycerol, 100 °C, 72 h.

a Reaction conditions: 0.25 g nitrobenzene, 0.1 g Raney nickel, 5 mmol NaOH, 5 g glycerol, 100 °C, 24 h.

a Reaction conditions: 0.25 g nitobenzene, 0.1 g Raney nickel, 5 mmol NaOH, 5 g glycerol, 100 °C, 7 h.

b Addition of fresh 5 mmol NaOH.

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