33311-29-4

22483-40-5

33311-29-4

General procedure for the synthesis of 4-(2-methoxyethoxy)aniline from 4-nitrophenyl-2-methoxyethyl ether: 1-(2-methoxyethoxy)-4-nitrobenzene (38) (3.9 g, 20 mmol), methanol (80 mL), and 10% activated carbon (400 mg) were added to a hydrogenation reactor. The reaction mixture was stirred overnight at room temperature in a hydrogen atmosphere. Upon completion of the reaction, the mixture was filtered through diatomaceous earth to remove the activated carbon. The filtrate was concentrated in vacuum to afford 4-(2-methoxyethoxy)aniline (39) (3.1 g, 93% yield) as a black oily product. m/z (M+1) 168.1 was shown by LC-MS (ESI) analysis.