Some common heterocyclic compound, 19056-40-7, name is 4-Bromo-3-methoxyaniline, molecular formula is C7H8BrNO, 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. Product Details of 19056-40-7
To a solution of 4-bromo-3-(methoxymethyl)aniline (0.6 g, 2.78 mmol) andpotassium phosphate tribasic (0.295 g, 1.39 mmol) in acetonitrile (25 mL) at 0 °C, was added 2,4-dibromobutyryl chloride (0.88 g, 3.33 mmol) dropwise. The reaction mixturewas warmed to rt and stirred for 1 h. NaOH (0.6 g, 15.0 mmol) (in 1.2 mL water, 50percentaqueous solution) was added to the reaction mixture, which was stirred at rt for 3 h. The reaction mixture was filtered, the solid was rinsed with acetonitrile, and the filtrate was concentrated. The crude product was purified by flash chromatography (eluting with 20- 30percent EtOAc in hexane) to give 3-bromo-1-(4-bromo-3-(methoxymethyl)phenyl)pyrrolidin-2-one (0.71 g, 70percent yield) as a pale brown oil. MS(ESI) m/z: 363.8 (M+H) ?HNMR (300 MHz, chloroform-d) oe ppm 7.69 – 7.64 (m, 1 H), 7.63 – 7.60 (m, 1 H), 7.57 -7.53 (m, 1 H), 4.59 (dd, J6.8, 3.0 Hz, 1 H), 4.52 (s, 2 H), 4.12 -4.01 (m, 1 H), 3.90 -3.79 (m, 1 H), 3.50 (s, 3 H), 2.80 – 2.67 (m, 1 H), 2.55 – 2.41 (m, 1 H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19056-40-7, its application will become more common.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GLUNZ, Peter W.; SITKOFF, Doree F.; BODAS, Mandar Shrikrishna; YADAV, Navnath Dnyanoba; PATIL, Sharanabasappa; RAO, Prasanna Savanor Maddu; THIYAGARAJAN, Kamalraj; MAISHAL, Tarun Kumar; (498 pag.)WO2016/144936; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem