Hydrochloric Acid → HCID 66850639, compound

Participants

Reaction Conditions

Reaction Steps

The synthesis of an amine hardener composition was carried out as follows: Cyclohexane carboxaldehyde (5 g, 44.6 mmol, 1 equiv) and aniline (12.5 g, 134.3 mmol, 3 equiv) were added to a 100 mL two-necked round bottom flask equipped with a condenser and thermocouple. The flask was placed under nitrogen and 0.25 mL concentrated HCl was added. After refluxing at 110° C. for 5 hours, the reaction was allowed to cool to 50° C. and 0.75 mL of 50 wt % aqueous NaOH was added. Ethyl acetate (EtOAc) was added and the solution was washed with water (3×30 mL). The organic layer was dried over MgSO4, filtered, and the solvent removed in vacuo. The resulting mixture contained residual aniline. Purification of the material was performed via column chromatography (66:33 hexane:EtOAc) to yield a tacky yellow solid, 4,4′-(cyclohexylmethylene)dianiline [Structure (XI)], Rf=0.25.

Provenance & Evidence