Preparation And Mechanism Of ?-trifluoromethyl-tert-butyl Ester From Methyl Ketone

The development of organofluorine chemistry over the past few decades has been incredibly rapid,and research and development of fluorinated chemicals are all perceivable in all aspects of our lives.Fluorine as a very alternative chemical element,most of the fluorine atom-containing organic chemicals have some miraculous or even elusive properties,so it is applied in many technical experiments,mass production of chemical materials and more efficient killing Insecticides,more targeted drugs,and so on,so fluoride compounds are now receiving much attention from many countries for active research and development.This article mainly introduces the study of trifluoromethylation using TMSCF₃as CF₃ donor,CsF or potassium carbonate as initiator.After that,a series of products will be further reacted with p-nitrobenzoyl chloride.The work is mainly divided into two parts:The first part:we first take p-nitroacetophenone as a template to generate nitro-containing carbon silyl ether.TMSCF₃ is used as a CF3 donor for trifluoromethylation to prepare carbon silyl ether,and prepare substrates for subsequent experiments.It highlights the observation of reactions with different solvents,different initiators,temperatures,and times.The optimal conditions were identified as cesium fluoride or potassium carbonate as initiator,ethylene glycol dimethyl ether or DMF as a solvent,high yield at room temperature,and possible reaction mechanisms were explored.The second part:The trifluoromethyl-containing carbon-ether which will be reacted will be divided into two routes.One is to remove trimethylsilyl group containing trifluoromethyl group under acidic conditions according to the traditional method.Generation of?-trifluoromethyl tertiary alcohol,further nucleophilic reaction with p-nitrobenzoyl chloride to produce?-trifluoromethyl tertiary alcohol ester;the other is direct use of trifluoromethyl-containing carbon-silicon ether directly Nitrobenzoyl chloride was reacted and the two methods were compared to find that the reaction yield of the latter was higher than that of the former.It highlights the reaction conditions in different solvents,fluoride source,temperature and time.The ideal conditions were determined as fluoride fluoride as the fluoride ion source and acetonitrile as solvent.The reaction can be obtained at room temperature to obtain a considerable amount,and the possible reaction mechanism was explored.