Ammonium formate → HCID 57500706, compound

Participants

Reaction Steps

2-Chloro-4-(2-morpholinoethoxy)aniline was prepared in a manner analogous to that used for 2-methyl-4-(3-morpholinopropoxy)aniline in Example 69. 4-(2-(3-chloro-4-nitrophenoxy)ethyl)morpholine was reduced using ammonium formate and iron powder in refluxing toluene-water mixture to give 2-chloro-4-(2 morpholinoethoxy)aniline in 87% yield. 1H-NMR (DMSO-d6) δ 6.53 (s, 1H), 6.40 (d, 1H), 6.29 (d, 1H), 5.85 (br s, 2H), 4.06 (t, 2H), 3.56 (t, 4H), 2.69 (t, 2H), 2.50 (t, 4H). (MS (EI): 257 (MH+).

Provenance & Evidence