Study On Synthesis Of Amino Acetaldehyde Alcohol Compounds

Series of amino acetaldehyde alcohol compounds have recently become an important, fast-growing chemical as a raw material and organic chemical intermediates for pharmaceutical, pesticides, chemical synthesis and other areas of essential. Thus, the synthesis of amino acetaldehyde series Alcohols extraordinarily was. extremely urgent.First, aminoacetaldehyde dimethyl acetal and aminoacetaldehyde glycol were prepared for Gabriel primary amine synthesis method, and optimized the process of Gabriel synthesis, so as to be applied to the synthesis of other amino acetaldehyde acetal compound. Phthalimide as raw material, through a two-step synthesis of aminoacetaldehyde dimethyl acetal and aminoacetaldehyde glycol. Aminoacetaldehyde dimethylacetal is an overall yield of 85.5%, amino acetaldehyde glycol is an overall yield of 80.7%.Then, acetal exchange reaction also studied to chloroacetaldehyde diethyl aceta, 1-(2-chloro-1-propoxyethoxy)propane,1-(1-butoxy-2-chloroethoxy)butane, 1-chloromethyl-1,3-dioxepane. The optimization of acetal exchange synthesis process was investigated. Chlorinated acetaldehyddimethylacetal as raw material, p-toluenesulfonic acid as catalyst, four chlorinated compound acetaldehyde by alcohol acetal exchange reaction. The optimum reaction conditions:n (alcohol):n (chloroacetaldehyde dimethylacetal):4:1, the catalyst p-toluenesulfonic acid, the amount of catalyst 0.4% (percentage of total mass), when the reaction temperature 90 ℃, chloroacetaldehyde diethyl aceta yield was 91.0%; at a reaction temperature of 100℃,1-(2-chloro-1-propoxyethoxy)propane yield was 81.4%; the reaction temperature is 120 ℃, 1-(1-butoxy-2-chloroethoxy)butane yield of 76.0%; reaction temperature 130℃, 1-chloromethyl-1,3-dioxepane yield of 46.0%.Finally, these products was analyzed by NMR, MS, GC, to comfiirm structure characterization and purity.