p-Toluenesulfonic acid → 1-(4-Vinylphenoxy)-1-tert-butoxyethane

Participants

Reaction Conditions

Reaction Steps

12.02 g (100 mmol) of 4-hydroxystyrene, 0.09 g of p-toluenesulfonic acid and 100 ml of diethyl ether are introduced under a nitrogen atmosphere into a 250 ml three-neck flask. The mixture is cooled to between 0° and 5° C., and 11.02 g (110 mmol) of tert-butyl vinyl ether are added dropwise at this temperature over the course of 15 minutes. The mixture is then stirred at 10° C. for 2 hours. The reaction mixture is washed three times with 150 ml of 1N NaOH and three times with demineralized water. Stripping off of the solvent gives 16 g (72% of theory) of the desired product in the form of a yellow oil.

Provenance & Evidence