Process for preparing N-methyl-3-(P-trifluoromethylphenoxy)-3-phenyl-propylamine and salts thereof in a highly pure form
AssigneeLaporte Organics Francis S.p.A.
InventorsRoberto Arosio, Stefano Giovanni Vittorio Beratto, Vittorio Rossetti
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Abstract
The present invention relates to a process for preparing N-methyl-3-(p-trifluoromethylphenoxy)-3-phenyl-propylamine and pharmaceutically acceptable acid addition salts thereof. The process in accordance with the present invention comprises reacting 1-phenyl-3-(N-methylamine) propane-1-ol with 1-chloro-4-trifluoromethylbenzene, in the presence of an hydroxide of an alkaline metal in a dipolar aprotic solvent non saponifiable in reaction conditions. The process in accordance with the present invention further comprises a final crystallization step which allows to obtain the active ingredient in a highly pure crystalline form.
Claims13
A process for preparing N-methyl-3-(p-trifluoromethylphenoxy)-3-phenylpropylamine of formula (I):
- ##STR5## or addition salts thereof with a pharmaceutically acceptable acid, comprising reacting 1-phenyl-3-(N-methylamino)propane-1-ol of formula (II):
- ##STR6## with 1-chloro-4-trifluoromethylbenzene of formula (III) ##STR7## in the presence of an alkaline metal hydroxide in a non saponifiable dipolar aprotic solvent containing as heteroatoms nitrogen or oxygen, with the proviso that sulfur containing dipolar aprotic solvents are excluded.
A process for preparing fluoxetine hydrochloride in a highly pure crystalline form, comprising heat dissolving fluoxetine hydrochloride in an aqueous solution of ethyl acetate, distilling part of the solvent to eliminate water and cooling the solution of fluoxetine in ethyl acetate, to form a white crystalline solid.
Dependencies are inferred from the claim text.