Method for Lipase-Catalyzed Carbonate Synthesis via one-and Two-Step Alkoxycarbonylation Reactions

摘要

Lipase-catalyzed alkoxycarbonylation methods offer potential advantages over the currently practiced industrial scale chemical synthesis of carbonates.We report a method for synthesis of organic carbonates vis l9pase-catealyzed alkoxycarbonylation between diphenyl carbonate and various alcohols in hexane.This method utilizes precursors that are readily availble and does not involve extensive purificvation of the intermediate.In a two-step process the two phenyl groups of diphenyl carbonate were substituted by thw alcohol nucleophiles The approach was demonstrated for two-step synthesis of 14 different disubstituted carbonate products.The rates of reation for the two steps were much slower if the order of nuclephile addition was revesed Under optmal conditions complete conversion of diphenyl carbonate occurred within 8-15 h at 50 deg C which is a significant imjprovement from 50-90 h at 24 deg C A kinetic model for the alkoxycarbonylation reaction was derived based on the Michaelis-Menten equation,which simpified to first-order kinetics at low and equimolar concentration of substrates.