Using bromobenzene and cholesterol as starting materials, 2,4-diaminophenyl cholesteryl ether was synthesized by nitration, reduction and etherification reactions. The optimum reaction conditions of etherification were determined. The preferred reaction conditions are : n(2,4-dinitrobromobenzen):n(cholesterol)=1.55:1, w (NaOH)=50% , reacting for 3.5h at 25℃ with Toluene as solvent. The yield of 2,4-diaminophenyl cholesteryl ether (C) is 72%.The structures of all products were characterized by IR and 1H NMR spectra.