Article révisé par les pairs
Résumé : Mono- and dialkylation of diethyl malonate and diethyl 2-butylmalonate with chloromethyl polystyrene were studied. Progress of the reaction was followed on the support by the relative absorbance of the carbonyl stretching band at 1730 cm-1 and, after pyridylation, by the relative absorbance of the pyridinium band at 1630 cm-1. Time vs. absorbance and conversion vs. absorbance relations showed that the second alkylation is predominant at high loading of the polymer (3.40 mM CH2Cl/g substrate polymer) and cannot be assumed to be negligible even at low loading (0.45 mM/g). The extent of the second alkylation increased with reaction time and cannot be eliminated completely by a high reagent : substrate ratio of 35. © 1989.