NOVEL METHOD OF 3-[5'-(3,4-BIS-HYDROXYMETHYLBENZYLOXY)-2'-ETHYL-2-PROPYLBIPHENYL-4-YL]PENTA-3-OL OBTAINMENT Russian patent published in 2010 - IPC C07C401/00 C07C43/23 C07C41/16 C07C41/18 C07C39/15 C07C37/20 

FIELD: chemistry.

SUBSTANCE: method involves: transformation of 1-(4-hydroxy-3-propylphenyl)propane-1-on under effect of trifluoromethane sulphone anhydrite (Tf₂O) in the presence of triethylamine (NEt₃) into its derivative 4-propyionyl-2-n-propylphenyl ether of trifluoromethane sulphonic acid, with further concentration by Suzuki reaction type with 2-ethyl-5-metoxyphenylboronic acid in the presence of K₂CO₃, PdCl₂(PPh₃)₂ or Pd(PPh₃)₄ in catalytic amount, obtaining 1-(2'-ethyl-5'-metoxy-2-propylbiphenyl-4-yl)propane-1-on; demethylation of 1-(2'-ethyl-5'-metoxy-2-propylbiphenyl-4-yl)propane-1-on by heating in the absence of solvent with pyridine salt excess, obtaining 1-(2'-ethyl-5'-hydroxy-2-propylbiphenyl-4-yl)propane-1-on; transformation of 1-(2'-ethyl-5'-hydroxy-2-propylbiphenyl-4-yl)propane-1-on into 6-ethyl-4'-(1-ethyl-1-hydroxypropyl)-2'-propylbiphenyl-3-ol by reaction with ethylmagnesium bromide or ethyllithium, and condensation of 6-ethyl-4'-(1-ethyl-1-hydroxy-propyl)-2'-propylbiphenyl-3-ol with dimethyl ether of 4-bromomethylphthalic acid, with further recovery reaction by lithium borohydride in situ. Claimed method allows for obtainment of target product with high output. Also invention refers to novel 6-ethyl-4'-(1-ethyl-1-hydroxypropyl)-2'-propylbiphenyl-3-ol compound used as intermediary product in the claimed method.

EFFECT: possible application in medicine.

17 cl, 1 dwg, 1 ex