Synthetic Route of 39538-68-6, The chemical industry reduces the impact on the environment during synthesis 39538-68-6, name is 2-Methoxy-4-methylaniline, I believe this compound will play a more active role in future production and life.
Iron (5.35 g, 95.7 mmol) was added to a solution of 2-nitro-5-methylanisole (10, 4.00 g, 23.9 mmol) in ethanol (60 ml) and 6 M aqueous hydrochloric acid (30 ml), and the mixture was heated at reflux for 2 h. The reaction mixture was diluted with ethyl acetate and filtrated through Celite. Evaporation of the filtrate afforded crude 11. NaNO2 (2.11 g, 30.6 mmol) was added to a solution of crude 11 (2.80 g, 20.4 mmol) in THF (80 ml) and 4 M aqueous hydrochloric acid (40 ml) at 0 C. After 30 min, potassium iodide (4.80 g, 30.6 mmol) was added, and the mixture was heated at reflux for 3 h. The reaction mixture was diluted with ethyl acetate and water. The organic layer was washed with saturated sodium thiosulfate and brine, dried with sodium sulfate, and evaporated. Purification by silica gel column chromatography (n-hexane/ether 100:1 to 98:2) gave 12 (pale yellow oil, 3.77 g, 15.2 mmol, 65% for two steps). 1H NMR (500 MHz, CDCl3) delta 7.60 (d, 1H, J=7.9 Hz), 6.63 (d, 1H, J=1.2 Hz), 6.53 (dd, 1H, J=7.9, 1.2 Hz), 3.84 (s, 3H), 2.31 (s, 3H); 13C NMR (125 MHz, CDCl3) delta 157.84, 139.86, 138.96, 123.36, 112.07, 81.78, 56.18, 21.42; HRMS (FAB+) m/z 248.9780 [(M+H)+: calcd for C8H10OI, 248.9776].
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Methoxy-4-methylaniline, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Iwashita, Masazumi; Fujii, Shinya; Ito, Shigeru; Hirano, Tomoya; Kagechika, Hiroyuki; Tetrahedron; vol. 67; 33; (2011); p. 6073 – 6082;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem