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. 204257-72-7, name is Methyl 2-fluoro-4-iodobenzoate, A new synthetic method of this compound is introduced below., Quality Control of Methyl 2-fluoro-4-iodobenzoate
a. Methyl 2-fluoro-4-((3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2- yI)amino)benzoate (106). To a solution of 6 (1.7074 g, 7.86 mmol), 2 (2.2494 g, 8.03 mmol), CsCO3 (6.24 g, 19.2 mmol), rac-BJNAP (0.3 824 g, 0.6 14 mmol) in toluene (9.0 mL) in a 100 mL round-bottomed flask was added Pd2(dba)3 (0.3593 g, 0.39 mmol). The solution was sparged with nitrogen for 5 mm., then a reflux condenser was fitted to the flask, the atmosphere was evacuated and back-filled with nitrogen (three times), and the reaction was heated to reflux with stirring in an oil bath (125-120 C) for 22h. After cooling the reaction to room temperature, excess cesium carbonate and other solid particulates were filtered and washed with ethyl acetate, and the organic filtrate was concentrated in vacuo to give a crude product that was purified by column chromatography (150 mL Si02, 5% ethyl acetate:hexanes) to give 106 (1.9009 g, 65%) as a crystalline solid, m.p. 159.7-165.1C: ?H NMR (400 MHz, CDC13)oe 7.79 (t,J 8.8, 1H), 7.17 (d,J= 3.6, 1H), 6.51 (dd,J= 8.8, 2.0, 1H), 6.38 (dd, J= 13.6, 2.0 1H), 5.74 (br s, 1H), 3.87 (s, 3H), 2.17 (s, 3H), 1.68 (s, 4H), 1.29 (s, 6H),1.24 (s, 6H); ?3C NMR (100.6 MHz, CDC13) oe 165.3, 165.0, 164.9, 162.7, 151.9, 151.8, 143.9, 142.6,135.2, 133.6, 133.5, 129.9, 129.1, 122.5, 109.6, 109.5, 107.5, 107.4, 100.9, 100.6, 51.7, 35.0. 34.9,34.0, 33.9, 31.8; JR (neat) 3346, 2922, 1698, 1606, 1264 cm?; ES-MS (M+Na)+ calcd for C23H28FNO2Na 392.2002, found 392.2003.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; ARIZONA BOARD OF REGENTS ON BEHALF OF ARIZONA STATE UNIVERSITY; WAGNER, Carl; MARSHALL, Pamela; JURUTKA, Peter; WO2015/130973; (2015); A1;,
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