Application of 37585-16-3, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 37585-16-3, name is (2-Amino-4-chlorophenyl)methanol. A new synthetic method of this compound is introduced below.
General procedure: To a solution of but-2-ynoic acid (8 mmol, 1 equiv) and 2-aminobenzylalcohol (8 mmol, 1 equiv) in CH2Cl2 (60 mL) at 0 C was added a solution of N,N?-dicyclohexylcarbodiimide (DCC) (8 mmol, 1 equiv) in CH2Cl2 (20 mL) dropwise. The mixture was stirred at room temperature overnight, and then filtrated through a short pad of celite. The filtrate was concentrated and used for the next step without further purication. The crude solid was added to a suspension of pyridinium chlorochromate (PCC) (1.5-2.0equiv) and celite in CH2Cl2 (80 mL). The mixture was stirred at room temperature for 1-4 h, then filtrated and puried by silica gel column chromatography to give the product. The above crude solid was dissolved in THF (50 mL) and was added to a solution of NaH (1.3 equiv.) in THF (20 mL) dropwise at 0 C. The mixture was stirred at 0 C for half an hour, then MeI (1.3 equiv.) was added. The reaction mixture was stirred at room temperature until completion as monitored by TLC and then quenched by addition of saturated aqueous NH4Cl solution. The mixture was extracted with EtOAc, and the organic layer was washed with H2O and brine, dried over anhydrous Na2SO4, filtered, and concentrated under vacuum. The residue was puried by column chromatography on silica gel (eluent: ethyl acetate/petroleum ether = 1/4) to afford products 1b-1g.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,37585-16-3, its application will become more common.
Reference:
Article; Zhang, Xiaojuan; Han, Xiuling; Chen, Junjie; Lu, Xiyan; Tetrahedron; vol. 73; 12; (2017); p. 1541 – 1550;,
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