Related Experiment Video
Updated: Jun 23, 2026

Synthesis of Esters Via a Greener Steglich Esterification in Acetonitrile
Published on: October 30, 2018
Non Lewis acid catalysed epoxide ring opening with amino acid esters
Christine Philippe1, Thierry Milcent, Benoit Crousse
1Laboratoire BioCIS-CNRS, Faculté de Pharmacie, Univ. Paris-Sud, rue J. B. Clément, F-92296 Châtenay-Malabry, France.
Abstract:
The ring opening of epoxides by various amino acid esters is described in refluxing trifluoroethanol without any catalyst. Under these simple conditions the corresponding beta-amino alcohols are obtained in good to excellent yields in relatively short reaction times compared to previously reported methods.
Related Concept Videos
Base-Catalyzed Ring-Opening of Epoxides
Acid-Catalyzed Ring-Opening of Epoxides
Esters to Carboxylic Acids: Acid-Catalyzed Hydrolysis
During hydrolysis, the ester is first activated towards nucleophilic attack through the protonation of the carboxyl oxygen atom by the acid catalyst. The protonation makes the ester carbonyl carbon more electrophilic. In the next step, water acts as a nucleophile and adds to the...
Preparation of Epoxides
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of peroxy acids to...
Carboxylic Acids to Esters: Acid-Catalyzed (Fischer) Esterification Overview
Alkylation of β-Diester Enolates: Malonic Ester Synthesis

