Abstract: 4-acetoxystyrene(Ⅳ) was synthesized from 4-hydroxyacetphenone(Ⅰ) by acetlytion, catalytichydrogenation and dehydration with an overall yield of 68.7%. The structure of intermediate and target products was elucidated by spectrum techniques including 1HNMR and IR. The catalytichydrogenation process was optimized, and the suitable conditions were found as following: T=80℃, P=3Mpa and stir rate=600r/min, using Raney-Ni(mRaney-Ni:m4-acetoxyacetophenone=10%) as the catalyst and ethanol(V ethanol:m4-acetoxyacetophenone=4ml/g) as the solvent. The yield is 83.1% under the above conditions. The yield of the dehydration is 85.0% with Nafion-H as catalyst.