These common heterocyclic compound, 19056-40-7, name is 4-Bromo-3-methoxyaniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Formula: C7H8BrNO
To a solution of 4-bromo-3-methoxyaniline pe=”Bold”>16(6 g, 30.0 mmol) in dichloromethane (30 mL) was addedboron trichloride (1 N, 33.0 mL, 33.0 mmol) dropwise over30 min at 0 °C under N2. Acetonitrile (3.2 mL, 60.0 mmol)and aluminium chloride (4.4 g, 33.0 mmol) was added andthe mixture was stirred at 0 °C under N2 for 30 min and thestirred at 70 °C for 16 h. The resulting mixture was cooledto 0 °C and 2 N HCl was added to the solution and themixture was stirred at 70 °C for 1 h. It was cooled to RT andextracted with ethyl acetate. The combined organic layerswere washed with brine, dried over Na2SO4 and filtered. Itwas then concentrated and the residue was purified by silicagel column chromatography eluting with cyclohexane/EA(50:1) to give brown solid 17 (3.7 g, 50.7percent). 17: 1H NMR(300 MHz, CDCl3) delta 7.85 (s, 1 H), 6.48 (s, 2 H), 6.10 (s,1 H), 3.89 (s, 3 H), 2.53 (s, 3 H).
The synthetic route of 4-Bromo-3-methoxyaniline has been constantly updated, and we look forward to future research findings.
Reference:
Article; Yi, Jingyu; Du, Guoxin; Zhao, Yuanyuan; Zhang, Liuqiang; Li, Bo; Zhu, Weiliang; Huang, Cheng; Li, Yiming; Guo, Fujiang; Medicinal Chemistry Research; vol. 27; 7; (2018); p. 1851 – 1862;,
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