The invention discloses a preparation method of 1,2-bi-trimethylsilyloxy cyclohexene. In the traditional methods, some methods have large consumption of trimethyl chlorosilane and higher production cost; and some methods have lower yield and are not suitable for industrialization. The preparation method of the 1,2-bi-trimethylsilyloxy cyclohexene in the invention comprises the step of reacting adipic acid monoalkyl ester monochloride as a raw material with the trimethyl chlorosilane and metal sodium in a solvent to obtain the 1,2-bi-trimethylsilyloxy cyclohexene. Compared with the prior art adopting adipoyl dichloride as a raw material, the method of the invention has mild reaction, less side reactions and high yield; and compared with the prior art adopting diethyl adipate as a raw material, the method of the invention saves the consumption of 1 mol of the trimethyl chlorosilane, and saves the cost.