4-(4-Nitrophenyl)-morpholin-3-ON → 4-(4-Aminophenyl)morpholin-3-one

Participants

Reaction Steps

In an autoclave, 4-(4-morpholin-3-onyl)nitrobenzene (63 g, 0.275 mol) is dissolved in tetrahydrofuran (200 ml), Pd/C (3.1 g, 5%) is added and the mixture is hydrogenated at 70° C. and a hydrogen pressure of 50 bar for 8 hours. The catalyst is filtered off and the solvent is then distilled off under reduced pressure and the product is purified by crystallization from ethyl acetate. Yield: 20 g (colorless to bluish solid), 37.6% of theory. Alternatively, purification can also be carried out by chromatography (on silica gel, hexane/ethyl acetate mixture).

Provenance & Evidence