The Study On The Green Synthesis Of β-Hydroxy Acylamides

A series ofβ-hydroxy acylamides were synthesised by the reaction ofα-bromoacetamides with aldehydes. On the basis of this, Reformatsky-tape reactions were studied using aldehydes and 2-bromo-N,N-diethylacetamide as the starting marerials in aqueous media.Reformatsky reaction is an important reaction for the formation of carbon-carbon bond and it is a particularly important reaction in organic chemistry. So, the study on the green synthsis of Reformatsky reaction is one of the main focuses in chemical research today. To begin with, the reaction of bromo acetamides with aldehydes was studied in organic media. A group of orthogonal experiments was arranged to investigate the effects of solvent polarity, temperature and time on the reaction. Good results were obtained. Most products are unknown compounds and their structures have been determined by IR, ~1H NMR, the element analysis and single-crystal X-ray diffraction. This method has the advantages of cheap reagents, atom economy, simple operational procedure, high yields and friendly environment. These merits make the method have considerable prospects in green chemistry.The reaction condition of aqueous media was discussed accordingly. The reaction of 2-bromo-N,N-diethylacetamide with aldehydes could run smoothly mediated by zinc power in co-solvent (THF:water=1:5).The primary mechanism of single electron transfer(SET) was proposed on the basis of the experiments.