Cyclohexanecarboxaldehyde

Chemical Properties

Clear colorless to faintly pink liquid

Uses

Cyclohexanecarboxaldehyde was used to study gas-phase microwave spectrum of cyclohexanecarboxaldehyde. It was used for the synthesis of poly(vinyl cyclohexanal). It was used as model substrate in the synthesis of propargylamines using Fe₃O₄ nanoparticles as catalyst. It was employed in an aldol reaction with ethyl diazoacetate catalyzed by basic, nanoparticulate magnesium oxide leading to α-diazo-β-hydroxyesters.

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 42, p. 1041, 1994 DOI: 10.1248/cpb.42.1041
Tetrahedron Letters, 24, p. 573, 1983 DOI: 10.1016/S0040-4039(00)81467-7

Synthesis

The prepared Grignard reagent was pressed into a dry and clean 20 L reaction bottle, the temperature of the Grignard reagent was cooled to -20° C. and controled at -10±5° C. then 1.506 g of dimethylformamide was dropwise added to the reaction bottle in about 2 h, the temperature of the system was preserved at a temperature below 0° C. for 2 h. 7 L of HCl having a concentration of 4 mol/L was dropwise added to the reaction bottle to terminate the reaction to obtain a reaction product. Suction filtration was performed for the reaction product, an obtained filtrate was standed to enable liquid separation, an obtained water phase was extracted twice with 2.8 L of EA, extracted organic phases were combined and washed with 3 L of saturated salt water, and concentration was performed to obtain 1.608 kg of Cyclohexanecarboxaldehyde having a purity of 96% and a yield of 83%.