The invention discloses a preparation method of 3-bromo-2-
cyclopentene-1-
ketone, which comprises the following steps: by taking 1, 3-cyclopentanedione (compound III) as a
raw material, reacting with paratoluensulfonyl
chloride under the action of alkali and a
phase transfer catalyst to obtain a compound II; and finally, carrying out
substitution reaction on the compound I and brominated inorganic salt under the action of a
phase transfer catalyst to generate a final product 3-bromo-2-
cyclopentene-1-
ketone (compound I). According to the method, by adopting the
phase transfer catalyst and an adaptive mixed
solvent system, the problems of
dissolution and
mass transfer caused by polarity difference in the reaction are effectively solved, the
reaction conditions are mild, and the operation is simple and convenient; in addition, according to the method, product separation and purification are simple, a high-purity product can be obtained without
column chromatography, the two-step total yield reaches 87.45%, the
liquid phase purity exceeds 99%, and the whole process is
environmentally friendly, suitable for large-scale production and good in industrial application prospect.