A simple method for the alkaline hydrolysis of esters

A very mild and rapid procedure for the efficient alkaline hydrolysis of esters in non-aqueous conditions has been developed, by the use of dichloromethane/methanol (9:1) as solvent. A plausible reaction mechanism is also proposed. A very mild and rapid procedure for the efficient alkaline hydrolysi...

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Bibliographic Details
Published in:Tetrahedron letters 2007-11, Vol.48 (46), p.8230-8233
Main Authors: Theodorou, Vassiliki, Skobridis, Konstantinos, Tzakos, Andreas G., Ragoussis, Valentine
Format: Article
Language:English
Subjects:
Alcohols
Carboxylic acids
Mechanism
Methanolysis
Non-aqueous conditions
Saponification of esters
Selective enrichment of COOH
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Summary:A very mild and rapid procedure for the efficient alkaline hydrolysis of esters in non-aqueous conditions has been developed, by the use of dichloromethane/methanol (9:1) as solvent. A plausible reaction mechanism is also proposed. A very mild and rapid procedure for the efficient alkaline hydrolysis of esters in non-aqueous conditions has been developed, by the use of dichloromethane/methanol (9:1) as solvent. This method conveniently provides both carboxylic acids and alcohols from the corresponding esters and sodium hydroxide in a few minutes at room temperature. A plausible reaction mechanism is proposed.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2007.09.074