PREPARATION OF CYCLOHEXANOL DERIVATIVES AND NOVEL THIOAMIDE INTERMEDIATES

摘要

The preparation of compounds having the formula I (I) where R1 is -CN, -CO-N(CH3)2 or -CS-N(CH3)2 and R2 is hydrogen, methyl or a removable protecting group is carried out by condensing a compound having the formula (II) where M is lithium, sodium, potassium or halomagnesium and R3 is methyl or a removable protecting group in a solvent comprising 80-100% of one or more hydrocarbons and 0-20% of one or more ethers. The solvent enables less inconvenient reaction temperatures to be used and higher yields to be obtained. Compounds (I) are new per se where R1 is -CS-N(CH3)2. Compounds (I) are chemical intermediates for preparing N,N-dimethyl-2-(1-hydroxycyclohexyl)-2-(4-hydroxyphenyl or 4-methoxyphenyl) ethylamine and pharmaceutically acceptable salts thereof. These end products are antidepressants.