Synthetic Route of 80936-82-9,Some common heterocyclic compound, 80936-82-9, name is 4-(Methoxymethyl)aniline, molecular formula is C8H11NO, 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.
5.3b (1.1 g, 8.02 mmol, 1.0 equiv) was dissolved in acetone: water (2:1, 9 mL) and cooled toO C. NaHCO3 (1.42 g, 16.86 mmol, 2.1 equiv) and CBZ-Cl (1.78 g, 10.44 mmol, 1.3 equiv) were added and the reaction mixture was stirred at room temperature for 7 hours. The reaction mixture was quenched with water and extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate and concentrated to afford a residue. The residue was purified by silica gel column chromatography (2-5 % EtOAc in Hexane) to afford product 5.3c (1.56 g, 72 % yield). 1H NMR (400 MHz, DMSO) 6 9.80 (s, 1H), 7.49-7.38 (m, 6H), 7.23 (t, J= 6.5 Hz, 2H), 5.15 (s, 2H), 4.32 (s, 2H), 3.25 (s, 3H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(Methoxymethyl)aniline, its application will become more common.
Reference:
Patent; NOVARTIS AG; FU, Jiping; LEE, Patrick; MADERA, Ann Marie; SWEENEY, Zachary Kevin; WO2015/66413; (2015); A1;,
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