METHOD OF PRODUCING (1R,2R)-3-(3-DIMETHYLAMINO-1-ETHYL-2-METHYL-PROPYL)-PHENOL Russian patent published in 2012 - IPC C07C213/00 C07C215/54 

FIELD: chemistry.

SUBSTANCE: invention relates to an improved method of producing (1R,2R)-3-(3-dimethylamino-1-ethyl-2-methyl-propyl)-phenol or acid addition salt thereof. The method involves reaction of a compound of formula (V): , where R is -C_1-6-alkyl, -C_3-8-cycloalkyl, -C_1-3-alkylene-phenyl, -C_1-3-alkylene-naphthyl, tetrahydropyranyl or -C(=O)-C_1-6-alkyl, with dimethylamine hydrochloride and paraformaldehyde in an inert reaction medium in Mannich conditions to obtain a compound of formula (VI): , separating the compound of formula (VI) by reaction with a chiral acid, and subsequent reaction with ethylmagnesium halide in an inert reaction medium in Grignard conditions to obtain a compound of formula (II): . Further, the compound of formula (II) undergoes dehydration and hydrogenation in the presence of a catalyst and hydrogen to obtain a compound of formula (III): , and protection is removed from the compound of formula (III) to obtain (1R,2R)-3-(3-dimethylamino-1-ethyl-2-methyl-propyl)-phenol.

EFFECT: method enables to obtain a product with high output and high purity.

8 cl