20305-97-9Relevant academic research and scientific papers
Simple and efficient synthesis of racemic substituted mandelic acid esters from nonactivated arenes and ethyl glyoxylate
Kwiatkowski, Jacek,Majer, Jakub,Kwiatkowski, Piotr,Jurczak, Janusz
, p. 3237 - 3244 (2008)
Direct synthesis of racemic aromatic α-hydroxyacetic acid esters via Friedel-Crafts reaction of nonactivated, simple arenes with ethyl glyoxylate promoted by SnCl4 or AlCl3 is described. The use of SnCl4 opens a fast access to various alkyl- and aryl-substituted mandelic acids esters at room temperature within two hours in good yield (>80%) and with high regioselectivity. The procedure was successfully employed also for the alkylation of compounds with condensed aromatic rings. Alternative hydroxyalkylations with AlCl3 require longer reaction time and higher temperature to get a good yield.
