* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
2-fluoro-6-iodo-3-methoxybenzoic acidInto an 100-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of <strong>[3824-21-3]2-fluoro-4-iodo-1-methoxybenzene</strong> (5.00 g, 19.84 mmol, 1.00 equiv) in tetrahydrofuran (40 mL) with stirring at -78 C. This was followed by the addition of LDA (1.8 N, 11 mL, 1.10 equiv, in THF solution) dropwise at -78 C. The resulted solution was stirred for 1h at -78 C. Carbon dioxide was bubbled into the reaction solution with stirring. The reaction mixture was warmed up to room temperature and stirred overnight. Then it was concentrated under vacuum and diluted with sodium hydroxide aqueous solution (30 mL, 4N). The mixture was extracted with 30 mL of ethyl acetate. The pH value of the aqueous phase was adjusted to 2.0 with 2N hydrochloride aqueous solution. The resulted solution was extracted with 3×50 mL of ethyl acetate. The organic layers were combined and concentrated under vacuum. This resulted in 3.10 g (53%) of 2-fluoro-6-iodo-3-methoxybenzoic acid as light yellow solid. LC-MS (ESI) m/z: calculated for C8H6FIO3: 296. found: 295[M-1]-.
With 3,6?di?tert?butyl?9?mesityl?10?phenylacridin?10?ium tetrafluoroborate; In 1,2-dichloro-ethane; at 25℃; for 48h;Irradiation; Inert atmosphere;
2-Fluoro-4-iodo-1-methoxybenzene a16 (0.0252 g, 0.10 mmol), acridine photosensitizer (A) (0.0029 g, 0.005 mmol) and L-valine were added sequentially under argon atmosphere. Ethyl b1 (0.0218 g, 0.15 mmol), 1,2-dichloroethane (DCE) 2.0 mL.The reaction was irradiated for 48 hours under a 6W blue light at room temperature.After completion of the reaction, the solvent was evaporated under reduced pressure and purified by column chromatography, eluting solvent: (V) petroleum ether / (V) ethyl acetate = 30/1.Yellow liquid (33) (0.0100 g, 87%) was obtained.