4-[3-(3-Methylphenyl)propyl]aniline → HCID 178461175, compound

Participants

Reaction Conditions

Reaction Steps

0.5 g of ruthenium dioxide is added to a solution of 63 g (0.28 mole) of 4-[3-(3-methylphenyl)-propyl]aniline in 100 ml of dioxane, and hydrogenation is carried out in a 300 ml stirred autoclave at 140° C. and under an H2 pressure of 300 bar until the pressure remains constant (about 3 hours). The discharged mixture is filtered under suction over kieselguhr, the filtrate is evaporated down under reduced pressure and the residue is subjected to fractional distillation to give 47 g (71% of theory) of a colorless oil of boiling point 100°-116° C./0.2 mm, consisting of about 30% of the cis isomer and 70% of the trans isomer (compound no. 64).

Provenance & Evidence