Potassium tert-butoxide → 1-[2-(4-Propylcyclohexyl)ethyl]-4-(4-vinylcyclohexyl)benzene

Participants

Reaction Steps

THF solution (5 ml) including methyltriphenylphosphonium bromide (0.25 g, 0.7 mmol) was slowly added by potassium tert-butoxide (0.07 g, 0.7 mmol) for 3 minutes and then stirred for 1 hour at a room temperature. The resulting solution was added slowly dropwise by THF solution (2 ml) of trans-4-{4-[2-(4-propylcyclohexyl)ethyl]phenyl}cyclohexane-carbaldehyde (0.2 g, 0.58 mmol) and stirred for 24 hours with maintaining the same temperature. After the reaction termination, white precipitate was removed by filtration. The filtered solution was extracted by ether (10 ml×3 times) and the organic layer was collected and washed by distilled water (10 ml×2 times) and salt water (10 ml×2 times). The residue was purified by column chromatography (petroleum ether) to obtain a final product of 1-[2-(4-propylcyclohexyl)ethyl]-4-(4-vinylcyclohexyl)benzene (0.12 g, 65%).

Provenance & Evidence