Ethanol → [4-(2-Morpholinoethoxy)phenyl]methylamine

Participants

Reaction Steps

A mixture of 4-[2-(4-morpholinyl)ethoxy]benzonitrile (0.93 g, 4 mmol), ethanol (100 ml), CHCl3 (4 ml) and PtO2 (100 mg) is hydrogenated at 45 psi on a Parr hydrogenator for 8 hours. Concentrated HCl (2-3 drops) is then added to the reaction mixture, and the hydrogenation is continued for another 10 hours. The catalyst is removed by filtration, the filter cake is washed with ethanol and then the filtrate is evaporated to dryness. The residue is dissolved in water and then is saturated with solid K2CO3. The mixture is extracted with CH2Cl2 and then the CH2Cl2 layer is dried over K2CO3 and evaporated to afford 0.75 g (79%) of 4-[2-(4-morpholinyl)ethoxy]phenylmethylamine.

Provenance & Evidence