Ammonium Hydroxide → 4-Vinylphenol

Participants

Reaction Steps

4-Acetoxystyrene (105 grams, 0.65 mole) in tetrahydrofuran (THF) (400 ml) was stirred at room temperature with 14.8 Molar ammonium hydroxide (52 ml, 0.77 mole) for 18 hours. Afterwards, the solution was washed three times with brine (250 ml) and dried over anhydrous Magnesium sulfate. Solvent was removed in a rotary evaporator and the viscous liquid was dried under high vacuum for 24 hours to give a waxy solid. Typically, this waxy solid is around 95% pure (by NMR), remainder being THF.

Provenance & Evidence