Effects of the p-toluenesulfonic acid concentration and temperature on the combined process of dehydration and hydrocarbalcoxylation

This paper presents a possibility of the cyclohexyl cyclohexanecarboxylate synthesis on the base of the combined processes of acid- catalyzed dehydration of cyclohexanol and the hydrocarbalkoxylation of the formated cyclohexene at catalysis by the Pd(PPh3)2Cl2 - PPh3 - p-toluenesulfonic acid monohydrate system. The objective of the work was contained in the determination of the optimal values of p-toluenesulfonic acid concentration and the temperature to receive the maximum yield of the cyclohexyl cyclohexanecarboxylate. The kinetic method was used as the general method of investigation. The analysis of the reaction mass was realized by the gas-liquid chromatography method with the developed earlier procedure. It was ascertained that the optimal relation of the cyclohexanol and acid was 2.5/1, the optimal temperature was 383 °K. As a result of combination of the cyclohexanol dehydration and cyclohexene hydrocarbalkoxylation processes it was a success to reach the ester yield of 86.8% at the cyclohexanol conversion of 93.6%. The changes of the acid concentration and the temperature caused the decrease of the ester yield and the cyclohexanol conversion. The obtained results may be the base of the formation of the processes of the saturated esters СnHmCOOСnHm synthesises.