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Highly regioselective di-tert-amylation of naphthalene over reusable H-mordenite zeolite

Smith, Keith, Al-Khalaf, Alaa K. H., El-Hiti, Gamal A. and Pattisson, Samuel David 2012. Highly regioselective di-tert-amylation of naphthalene over reusable H-mordenite zeolite. Green Chemistry 14 (4) , pp. 1103-1110. 10.1039/c2gc16443d

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Abstract

Highly regioselective di-tert-amylation of naphthalene using different alcohols can be achieved over a H-mordenite (HM) zeolite. For example, the tert-amylation of naphthalene using tert-amyl alcohol in cyclohexane over HM (Si/Al = 10) zeolite has been optimised to give a 70% yield of 2,6-dialkylnaphthalenes, of which 2,6-di-tert-amylnaphthalene was produced in 46% yield along with 2-tert-amyl-6-tert-butylnaphthalene (23%) and 2,6-di-tert-butylnaphthalene (1%). This has been achieved by varying the reaction time, temperature, pressure and amounts of tert-amyl alcohol and zeolite. No 2,7-dialkylnaphthalenes were seen under the conditions tried. The zeolites can be easily regenerated by heating and then reused.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Publisher: RCS
ISSN: 1463-9262
Last Modified: 04 Jun 2017 03:36
URI: http://orca-mwe.cf.ac.uk/id/eprint/23522

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