FIELD: organic chemistry, chemical technology, medicine. SUBSTANCE: invention relates to the improved method of synthesis of cis-1-{2-[4-(6-methoxy-2-phenyl-1,2,3,4-tetrahydro- -naphthalene-1-yl] ethyl} pyrrolidine that is intermediate substance for synthesis of (-)-cis-6-phenyl-5-[4-(2-pyrrolidine-1-yl-ethoxy)phenyl-5,6,7,8-tetrahydronaphthalene-2-ol that is used in treatment of osteoporosis and to intermediate compounds of this method. Method of synthesis of cis-1-2-[4-(6-methoxy-2-phenyl-1,2,3,4-tetrahydro-naphthalene-1-yl)phenoxy] ethyl} pyrrolidine involves the following stages: (1) bromination of 2-bromo-5-methoxytoluene to yield 1-bromo-2-bromomethyl-4-methoxybenzene; (2) alkylation of benzoyl acetate ethyl ester with product of stage (1) followed by decarboxylation to yield 3-(2-bromo-5-methoxyphenyl)-1-phenylpropane-1-one; (3) interaction of product of stage (2) with ethylene glycol to yield 2-[2-(2-bromo-5-methoxyphenyl)ethyl]-2-phenyl] [1,3] dioxolane; (4) treatment of product of stage (3) with n-butyllithium and interaction of product reaction with 4-benzyloxybenzonitrile to yield (4-benzyloxyphenyl)- -{ 4-methoxy-2-[2-(2-phenyl[1,3] dioxolane-2-yl)ethyl] phenyl} -methanone which is hydrolyzed obtaining 3-[2-(4-benzyloxybenzoyl)-5-methoxyphenyl] -1-phenylpropane-1-one; (5) treatment of product of stage (4) with titanium (III) chloride and pair zinc-copper to yield 4-(4-benzyloxyphenyl)-7-methoxy-3-phenyl-1,2-dihydronaphthalene; (6) hydrogenation of product of stage (5) and treatment with triphenyl phosphine, DEAD and 1-(2-hydroxyethyl)pyrrolidine to yield 1-{2-[4-(6-methoxy-2-phenyl-1,2,3,4-tetrahydronaphthalene-1-yl)phenoxy] -ethyl} pyrrolidine. Compounds taken among the group involving: 3-(2-bromo-5-methoxyphenyl)-1-phenylpropane-1-one, 2-[2-(2-bromo-5-methoxyphenyl)ethyl]-2-phenyl[1,3]dioxolane, 3-[2-(4-benzyloxy-benzoyl)-5-methoxyphenyl] -1-phenylpropane-1-one and 4-(4-benzyl-oxyphenyl)-7-methoxy-3-phenyl-1,2-dihydronaphthalene. EFFECT: improved method of synthesis, valuable medicinal property. 2 cl, 7 ex
