The invention belongs to the technical field of organic compounds, and particularly relates to a preparation method of 3-[3-(dimethylamino) methyl-1-
cyclohexene-2-yl]
phenol hydrochloride and an isomer thereof. The preparation method comprises the following steps: carrying out heating reaction on a compound III and acid, then adding
sodium hydroxide, and adjusting the pH value to be alkaline; continuously adding an extracting agent for extraction, separating to obtain a
water layer, introducing
carbon dioxide into the
water layer, separating out a white
solid from the
water layer, and filtering to obtain a mixture of a compound VI and a compound VII; dissolving the mixture of the compound VI and the compound VII in a polar
organic solvent, introducing
hydrogen chloride gas, crystallizing and filtering to obtain a compound I; and carrying out concentration,
filtration and recrystallization on the
mother liquor to obtain a compound II. The preparation process of the
tramadol analogue is simplified and is integrated into two-step reaction; the molecular structure of
tramadol hydrochloride is designed, and the problem that the individual differences of the
analgesic effect and
side effect of the original
tramadol and analogues are large is solved.