Influence of carboxylic acids on the synthesis of chlorohydrin esters from 1,3-butanediol

Jonh Jairo Méndez, Jordi Eras, Mercè Balcells, Ramon Canela

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Resum

The influence of diverse carboxylic acid on the preparation of chlorohydrin esters using a one-pot esterification-chlorination reaction, in which one of the reagents (chlorotrimethylsilane) acts as solvent, is described. Whereas the acid with low pKa provided higher amounts of the 2-chloro regioisomer, the ones with higher pKa rendered the 1-chloro regioisomer in 80% yield. These results are in accordance with the mechanism proposed in a previous article.

Idioma originalAnglès
Pàgines (de-a)1167-1175
Nombre de pàgines9
RevistaSynthetic Communications
Volum36
Número9
DOIs
Estat de la publicacióPublicada - 2006
Publicat externament

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