The invention relates to the technical field of
organic synthesis, and particularly discloses a preparation method of 4-isopropenylphenol, which comprises the following steps: hydroxyl protection: under the action of stirring, adding p-hydroxyacetophenone or p-hydroxybenzaldehyde into a
solvent A, then adding a hydroxyl protective agent and alkaline
ion exchange resin, carrying out heat preservation reaction at 10-15 DEG C for 3-4 hours, filtering, washing, and
drying to obtain 4-isopropenylphenol; filtering, extracting and concentrating to obtain an intermediate 1;
grignard reaction: under the stirring action, adding the intermediate 1 into a
solvent B, heating to 35-45 DEG C, then dropwise adding a
Grignard reagent, continuously carrying out heat preservation reaction for 5-6 hours, after the reaction is finished, adding a
hydrochloric acid solution, standing for phase separation, and concentrating to obtain an intermediate 2; the
Grignard reagent is
isopropyl magnesium chloride or methyl
magnesium chloride. According to the preparation method provided by the invention, the 4-isopropenylphenol with the yield being greater than or equal to 60% and the purity being greater than or equal to 98% can be obtained, the reaction operation is simple, and large-scale industrial production is facilitated.