Synthetic Route of 50868-72-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 50868-72-9, name is 5-Methoxy-2-methylaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
Step 1: 3-Bromo-4-methylanisole To a suspension of 5-methoxy-2-methylanilme (5.00 g, 36.4 mmol) in water (144 mL) at 10 0C, was added cone H2SO4 (56 mL), while maintaining internal temperature below 25 0C. After 1 h at rt, the mixture was cooled to 3 0C and a solution of sodium nitrite (3.77 g, 54.7 mmol) in water (20 mL) was added dropwise over 30 mm, keeping the internal temperature below 5 0C After 1 h at 3 0C, the yellow heterogeneous mixture was poured into a 5 0C solution of CuBr (52.0 g, 364 mmol) in 48% aqueous HBr (260 mL). The dark mixture was heated at 60 0C for 2 h, allowed to cool to rt and extracted with Et2O (3x) (solid Na2S2O3 was added in the extraction process for partial decoloration). The combined organics were washed with 1 N NaOH (3x), 10% aq. Na2S2O3 and brine, dried (Na2SO4) and concentrated, affording the title compound as an orange liquid which was used without further purification in the next Step. 1H NMR (500 MHz, acetone-d6): delta 7.24 (d, IH), 7.14 (d, IH), 6.87 (dd, IH), 3.80 (s, 3H), 2.31 (s, 3H).
The synthetic route of 5-Methoxy-2-methylaniline has been constantly updated, and we look forward to future research findings.
Reference:
Patent; MERCK FROSST CANADA LTD.; WO2006/99735; (2006); A1;,
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