Related Experiment Videos
Chlorotrimethylsilane: a suitable reagent for the synthesis of chlorohydrin esters
Jordi Eras1, Jonh Jairo Méndez, Mercè Balcells
1Chemistry Department and Centre UdL-IRTA, Universitat de Lleida, Rovira Roure 191, 25198 Lleida, Spain.
The Journal of Organic Chemistry
|November 26, 2002
Abstract:
A new methodology for obtaining chlorohydrin esters using a one-pot esterification-chlorination reaction, in which one of the reagents, chlorotrimethylsilane, acts as solvent, is described. The reaction is stereospecific and its regioselectivity depends on the number of carbons between the hydroxyl groups present in the starting material. A mechanism is proposed.