The synthesis and characterization of the two 2-(tert-butyl) cyclohexyl methanesulfonate compounds

Abstract

This short communication reports the synthesis and characterization of the mixture of two diastereoisomeric methanesulfonate compounds, 2-(tert-butyl) cyclohexyl methanesulfonate. Methanesulfonate group was introduced into the compounds due to its effectiveness as a protecting and good leaving group in nucleophilic substitution reactions. These intermediate compounds were prepared in an attempt to introduce fluorine at position two of the two target diastereoisomeric fluorinated compounds 1-(tert-butyl)-2-fluorocyclohexane which are important for studying the properties of hydrogen bond in fluorinated compounds. The two methanesulfonate compounds were formed as an inseparable mixture in 23% yield through alkylation with methanesulfonyl chloride and were characterized and identified by the ¹H NMR and ¹³C NMR spectroscope. The compounds are reported as useful substrates in nucleophilic substitution reactions due to their effectiveness as leaving groups.