C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
260/603.1
C07C 213/06 (2006.01) C07C 217/48 (2006.01) C07C 217/72 (2006.01)
Patent
CA 2010410
An improved process for the preparation of a valuable drug. The present invention relates to an improved process for the preparation of Fluoxetine hydrochloride, used as an antidepressant, i.e. N-methyl-3-(p-trifluoromethylphenoxy)-3- phenyl-propylamine hydrochloride, by catalytic hydrogenation of 2-benzoyl-N-benzyl-N-methylethylamine base with the aid of Pt/C or Pd-Pt/C at a hydrogen pressure of 5 bar at 50°C, with ethyl acetate as a solvent, whereby 1-phenyl-3-(N-methylamino)- propane-1-o1 is produced. This compound is etherified selectively by using 1-chloro-4-trifluoromethyl-benzene in N- methyl-pyrrolidone at 80°C in the presence of potassium iodide and by using potassium-t-butoxide as the base, whereby N-methyl- 3-(p-trifluoromethylphenoxy)-3-phenyl-propylamine,, i.e. Fluoxetine base, is formed, which is converted in a known manner into Fluoxetine hydrochloride, i.e. N-methyl-3-(p-trifluoro methylphenoxy)-3-phenyl-propylamine hydrochloride. The yield of Fluoxetine hydrochloride is 85-87% of the theoretical yield.
Hukka Petri Juhani
Jarvinen Anitta Hannele
Kairisalo Pekka Juhani
Fetherstonhaugh & Co.
Orion-Yhtyma Oy Fermion
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