3-Hydroxy-4-methoxybenzonitrile was synthesized by dehydration of isovanillin and hydroxylamine hydrochloride with the yield of 96%.And 4-methoxy-3-(3-morpholinopropoxy)benzonitrile was synthesized by alkylation of 3-hydroxy-4-methoxybenzonitrile with N-(3-chloropropyl) morpholine. The structures of product were characterized by IR and NMR．The optimum reaction conditions for synthesis of 3-hydroxy-4-methoxybenzonitrile were as follows: n(isovanillin): n(hydroxylamine- hy-drochloride)=1:2, reaction temperature 72℃, reaction for 6 hours with the yield of 96%.The optimum reaction conditions for synthesis of 4-methoxy-3-(3-morpholinopropoxy)benzonitrile were as follows: n(3-hydroxy-4-methoxybenzonitrile): n(4-(3-chloropropyl)morpholine)=1.0:1.1, reaction for 6 hours at reflux temperature with the yield of 96%.After two steps of optimization, we can obtain the target compound that was high yield as well as more suitable for industrial production.