Reaction #55239

Reaction equation

hydrogen

N-[[2-[3-(dimethylamino)propoxy]phenyl]methyl]-N-[2-(4-nitrophenyl)ethyl]-3-phenyl-2-propenamide, oxalate salt

hydrogen

→

title compound

N-[2-(4-Aminophenyl)ethyl]-N-[[2-[3-(dimethylamino)propoxy]phenyl]methyl]-3-phenyl-2-propenamide, oxalate salt

Solvents

ethanol

Conditions

Workup

1. 1
   Otheris consumed
2. 2
   Filtrationfiltered
3. 3
   Otherthe solvent evaporated under reduced pressure

Procedure

A suspension of 10 parts of N-[[2-[3-(dimethylamino)propoxy]phenyl]methyl]-N-[2-(4-nitrophenyl)ethyl]-3-phenyl-2-propenamide, oxalate salt (1:1) in 100 ml of ethanol is treated with 1 part of 5% palladium on carbon and placed under 3 atmospheres of gaseous hydrogen. The mixture is shaken until one equivalent of hydrogen is consumed, filtered and the solvent evaporated under reduced pressure to give the title compound.

Source