Preparation of cyclohexanol derivatives and novel thioamide inte

Details Preparation of cyclohexanol derivatives and novel thioamide inte Preparation of cyclohexanol derivatives and novel thioamide inte

1990-01-26

1991-08-27

Raymond, Richard L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Nitriles

564 74, 564171, 564336, C07C25500

Patent

active

050434667

ABSTRACT:
The preparation of compounds having the formula I ##STR1## where R.sup.1 is --CN, --CO--N(CH.sub.3).sub.2 or --CS--N(CH.sub.3).sub.2 and R.sup.2 is hydrogen, methyl or a removable protecting group is carried out by condensing a compound having the formula ##STR2## where M is lithium, sodium, potassium or halomagnesium and R.sup.3 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 R.sup.1 is --CS--N(CH.sub.3).sub.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.

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