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Aluminum chloride-sodium iodide system as a highly selective reagent for non-hydrolytic cleavage of esters

Bhatt, Vivekananda M and Setty, Sundara K S (1987) Aluminum chloride-sodium iodide system as a highly selective reagent for non-hydrolytic cleavage of esters. In: Indian Journal of Chemistry, Section B, 26B (5). pp. 467-468.

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Abstract

Esters e.g. $PhCO_2R [R = Me, Et, Me_2CH, Me(CH_2)7, PhCH_2] PhCH_2CO_2Et$, and $4-MeOC_6H_4CO_2Me$ were cleaved with $AlCl_3-NaI$ in MeCn to give 49-98% the corresponding acids. Only the alkyl ester of $4-BzOC_6H_4CO_2Me$ was cleaved to give 96% $4-BzOC_6H_4CO_2H$. The ease of cleavage of esters is in the order $PhCH_2>Me>Et>Me_2CH$ mchgt.Ph. Ph esters and aryl alkyl ethers are unaffected by the reagent.

Item Type: Journal Article
Additional Information: The copyright belongs to National Institute of Science Communication and Information Resources
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 27 Feb 2008
Last Modified: 27 Aug 2008 13:12
URI: http://eprints.iisc.ernet.in/id/eprint/13109

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