Toluene → HCID 66888852, compound

Participants

Reaction Steps

Cyclohexylethyl alcohol in the amount of 17.15 g (0.134 mol), maleic anhydride in the amount of 4.42 g (0.045 mol) and p-toluenesulfonic acid in the amount of 0.09 g (0.40 mmol) were combined with 80 mL of toluene in a flask fitted with a condenser, argon inlet and Dean-Stark trap. The mixture was heated to reflux for 18 h at which time the theoretical amount of water was collected. The product mixture was poured into separatory funnel and washed with saturated NaHCO3 solution (3×80 mL), brine (80 mL), water (80 mL), dried over MgSO4, filtered and concentrated to give an oil. The product mixture was further concentrated by Kugelrohr distillation at 85° C. (0.1 mm Hg) to give a viscous oil. Purity of the product was determined by thin layer chromatography and the structure confirmed by 1H and 13C NMR.

Provenance & Evidence