FIELD: chemistry.
SUBSTANCE: present invention relates to an improved method of producing 3-[(1R,2R)-3-(dimethylamino)-1-ethyl-2-methylpropyl]-phenol of formula VIII or acid addition salt thereof, preferably hydrochloric acid. The method is characterised by the following steps: a) acylation of a compound of formula (VI), where R denotes a C1-3alkyl substituted with phenol (VI) (VII) with an acylating agent; b) hydrogenolysis of the obtained compound of formula (VII), where the acyl is selected from CH3-CO-, CF3-CO-, CH2Cl-CO-, CHCl2-CO and CCl3-CO-, using a palladium catalyst in an inert solvent in reaction conditions in the presence of hydrogen to form a product VIII with R1=H: (VIII) and d) optional conversion of the obtained unprotected product into an acid addition salt.
EFFECT: novel intermediate compounds of formula (VII) are obtained, which are the subject of the present invention, wherein formation of undesirable isomers is reduced and aggressive highly flammable substances are not used.
13 cl, 4 ex
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Authors
Dates
2012-10-10—Published
2007-07-23—Filed