Hydrolysis of esters and dialkyl malonates mediated by t-BuNH2/LiBr/alcohol/H2O
Resumen
Se describe una metodología eficiente y sencilla para la hidrólisis de ésteres y monohidrólisis de malonatos de dialquilo con el uso de t-BuNH2/MeOH/H2O con y sin LiBr. El método es de aplicación general debido a que los ésteres de Me, Et, i-Pr, t-Bu, Bn y alilo se hidrolizan adecuadamente para dar los ácidos carboxílicos correspondientes en excelentes rendimientos. El alcance del procedimiento se exploró para la desprotección de monoésteres alifáticos, aromáticos e insaturados, así como de malonatos de dialquilo. Las reacciones son, en general, muy limpias, dan rendimientos altos y no se obtienen subproductos. La selectividad del método se demostró mediante la hidrólisis de ésteres en presencia de un grupo protector N-Boc.
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