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.

Chlorotrimethylsilane is a suitable reagent for synthesis of chlorohydrin esters in a one-pot esterification-chlorination reaction, with stereospecificity and regioselectivity depending on the number of carbons between hydroxyl groups in the starting material.

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Chlorotrimethylsilane: a suitable reagent for the synthesis of chlorohydrin esters.

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