The Grignard solution (prepared from 53 g bromtoluene and 7.2 g magnesium
in 300 ml of ether) was added dropwise to a solution of 35 g β-
dimethylaminopropiophenone in 50 ml ether. The mixture was refluxed for 3
hours. Then the liquid phase was added to 500 parts of ice and 100 parts
concentrated hydrochloric acid. 1-Phenyl-1-p-tolyl-3-dimethylaminopropanol-1
was crystallized. M.P. of hydrochloride of 1-phenyl-1-p-tolyl-3-
dimethylaminopropanol-1 185°C.
10 g of 1-phenyl-1-p-tolyl-3-dimethylaminopropanol-1 was dissolved in 30 ml
of 85% phosphoric acid and the solution was heated at 130-135°C for 1 hour.
After cooling to the mixture was added a water and an aqueous solution of
sodium hydroxide. γ-Phenyl-γ-p-tolylallyldimethylamine was extracted with
ether and extract was dried with sodium sulfate.
γ-Phenyl-γ-p-tolylallyldimethylamine hydrochloride was hydrogenated with
palladium catalyst. γ-Phenyl-γ-p-tolyl-3-dimethylaminopropan obtained has
melting point 156°C.
