The general procedure for the synthesis of 3-fluoro-4-(4-morpholinyl)aniline from 3-fluoro-4-(4-morpholinyl)nitrobenzene was as follows: 4-(2-fluoro-4-nitrophenyl)morpholine D1 (42.6 g, 0.19 mol) was dissolved in ethanol (1.2 L), 10% Pd/C catalyst (4 g) was added, and hydrogenation was carried out at standard temperature and pressure (STP) for 18 hours. Upon completion of the reaction, the mixture was filtered through diatomaceous earth and the filtrate was evaporated under vacuum to afford the target product 3-fluoro-4-(4-morpholinyl)aniline (36.9 g, 100% yield) as a colorless solid. The structure of the product was confirmed by 1H NMR (CDCl3): δ 2.96 (4H, m), 3.55 (2H, br s), 3.84 (4H, m), 6.41 (2H, m), 6.79 (1H, m).
