Amide hydrolysis is a key step in the widespread strategy of protection/deprotection of amino groups for synthetic purposes, usually carried out in homogeneous phase with mineral acids. It is shown here that under mild conditions (batch reactor, liquid phase, 75 degrees C) large pore zeolites (HY, HBeta, HMOR) can catalyse the hydrolysis of various aromatic amides. The best results are obtained over HY zeolite samples with Si/Al ratios of 16 and 30: eg complete and selective hydrolysis of 2-nitroacetanilide after 2-4 hours reaction for a zeolite/substrate ratio of 0.5 g/mmol. For similar values of the Si/Al ratio HBeta and rather all HMOR samples are much less active than HY samples, which is probably related to diffusion limitations.

Zeolite-catalysed hydrolysis of aromatic amides / B. Gigante, C. Santos, M. Marcelo-Curto, C. Coutanceau, J. Silva, F. Alvarez, M. Guisnet, E. Selli, L. Forni - In: 108(Heterogeneous Catalysis and Fine Chemicals IV)[s.l] : Elsevier, 1997. - ISBN 0-444-82390-5. - pp. 547-554 (( convegno 4th International Symposium on Heterogeneous Catalysis and Fine Chemicals tenutosi a BASEL, SWITZERLAND nel SEP 08-12, 1996.

Zeolite-catalysed hydrolysis of aromatic amides

E. Selli
Penultimo
;
L. Forni
Ultimo
1997

Abstract

Amide hydrolysis is a key step in the widespread strategy of protection/deprotection of amino groups for synthetic purposes, usually carried out in homogeneous phase with mineral acids. It is shown here that under mild conditions (batch reactor, liquid phase, 75 degrees C) large pore zeolites (HY, HBeta, HMOR) can catalyse the hydrolysis of various aromatic amides. The best results are obtained over HY zeolite samples with Si/Al ratios of 16 and 30: eg complete and selective hydrolysis of 2-nitroacetanilide after 2-4 hours reaction for a zeolite/substrate ratio of 0.5 g/mmol. For similar values of the Si/Al ratio HBeta and rather all HMOR samples are much less active than HY samples, which is probably related to diffusion limitations.
Settore CHIM/02 - Chimica Fisica
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/191231
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