Method for preparing substituted ketone compound through oxidization, dehydration and alkylation of secondary alcohol

Abstract

The invention discloses a method for preparing a substituted ketone compound through oxidization, dehydration and alkylation of secondary alcohol, and by means of the green synthetic method, substituted ketones are prepared from primary alcohol and the secondary alcohol through a dehydration C-alkylation-oxidization cascade reaction with the existence of alkali but without a transitional metal catalyst. According to the method, the alcohols which are low in price, easy to obtain, wide in source, stable and low in toxicity are used as alkylation reagent, common base metal inorganic base is used as an additive, methylbenzene is used as solvent, air is economical and safe oxidant, and the corresponding substituted ketone compound with secondary alcohol beta alkylated is directly synthesized through the dehydration C-alkylation-oxidization cascade reaction. The reaction method and condition are simple, no transitional metal catalyst is need, no inert gas protection is needed, the method is easy to operate, the by-product is water, compared with a precious metal catalyst, the inorganic base which is used is low in price and easy to obtain and can be removed conveniently through washing, and no heavy metal residue exists in the final product. Therefore, the method is wide in application scope and has certain research and industrial application prospect.

Description

technical field [0001] The invention belongs to the field of chemical synthesis, and in particular relates to a method for preparing substituted ketone compounds through dehydration C-alkylation-oxidation series reaction of primary alcohol and secondary alcohol, which is a non-toxic and green preparation method. Background technique [0002] The construction of C-C bonds plays a crucial role in organic synthesis, and the α-position functionalization of carbonyl compounds has important applications in the synthesis of heterocyclic compounds, drug intermediates, and natural products. The research related to it has caused a lot of chemistry and attention of the biochemical research community. In traditional synthetic methods, carbonyl compounds functionalized at the α-position are usually reacted with carbonyl compounds and halogenated hydrocarbons. However, these methods require reactive and highly toxic halogenated hydrocarbons and a large amount of base, and the reaction is ...

AI Technical Summary

Problems solved by technology

However, these methods still have obvious disadvantages, such as the need to use expensive and toxic noble metal catalysts Ru, Ir, Pd, etc. and complex ligands, use a large amount of dehydrogenation reagents and alkalis, and the reaction needs to be carried out under anaerobic conditions. Otherwise, the metal catalyst is easy to deactivate, and the reaction product may have heavy metal residues, resulting in a decrease in quality

Images