Morpholine, 4-(3-methoxy-4-nitrophenyl)- → 2-Methoxy-4-morpholinoaniline

Participants

Reaction Steps

A 1 L round bottom flask charged with 4-(3-methoxy-4-nitrophenyl)morpholine (15.7 g, 66 mmol) in 300 mL MeOH, was evacuated and then backfilled with argon. This sequence was repeated two additional times. The reaction vessel was kept under a stream of argon and Pd(C) (10%, 1.57 g) was added. After the addition of Pd (C) was complete the reaction vessel was evacuated and backfilled with hydrogen gas. This evacuation/backfill sequence was repeated twice. After 18 h the hydrogen gas was evacuated by introducing argon into the round bottom flask. The reaction mixture was filtered through a pad of Celite. The Celite was washed with 200 mL EtOAc. The volatiles were evaporated to yield 13.4 g of 2-methoxy-4-morpholinoaniline (64 mmol, 97%).

Provenance & Evidence