Analyzing the synthesis route of 2-Fluoro-4-iodobenzoic acid

According to the analysis of related databases, 124700-40-9, the application of this compound in the production field has become more and more popular.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 124700-40-9 as follows. Application In Synthesis of 2-Fluoro-4-iodobenzoic acid

2-Fluoro-4-iodobenzoic acid (61) (5.35 g, 20.1 mmol) was dissolved in methanol (30 mL, 741 mmol) was added thionyl chloride (2.6 mL, 35.8 mmol), dropwise at 0 C. with stirring. The reaction solution was then refluxed in an oil bath at 85 C. for 1 hour. Excess methanol was removed in vacuo, and benzene (20 mL) was added to the residue and then removed in vacuo. To the residue was added ethyl acetate (150 mL), and the organic layer was washed with saturated NaHCO3 (200 mL) and brine (60 mL) and then dried over sodium sulfate, filtered and concentrated in vacuo. The crude product was purified by column chromatography (150 mL SiO2, ethyl acetate:hexanes 1:48) to give compound 62 (5.3066 g, 94%) as a white crystalline solid, m.p. 76-78 C.: 1H NMR (400 MHz, CDCl3) delta 7.63 (t, J=8.0, 1H), 7.56 (dd, J=8.4, 1.6, 1H), 7.53 (dd, J=10.0, 1.2, 1H), 3.92 (s, 3H); 13C NMR (100.6 MHz, CDCl3) delta 164.4, 164.3, 162.3, 159.7, 133.5, 133.4, 133.0, 126.5, 126.3, 118.2, 118.1, 99.8, 99.7, 52.5; IR (neat) n 2952, 1700, 1595, 1561 cm-1; LC-FAB-MS (M)+ calcd for C8H6FIO2 279.9397, found 279.9394.

According to the analysis of related databases, 124700-40-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARIZONA BOARD OF REGENTS ON BEHALF OF ARIZONA STATE UNIVERSITY; Wagner, Carl E.; Marshall, Pamela A.; Jurutka, Peter W.; (35 pag.)US2018/207156; (2018); A1;,
Iodide – Wikipedia,
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