Some common heterocyclic compound, 672-57-1, name is 1-Chloro-2-iodo-4-(trifluoromethyl)benzene, molecular formula is C7H3ClF3I, 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. category: iodides-buliding-blocks
Methyl-4-iodosalycilate 1 or 4-Chloro-3-iodobenzotrifluoride 2 (1.00 mmol) and 5-formyl-2-furan boronic acid 3 were dissolved in 10 mL of DMF and 15 mL of EtOH. The reaction mixture was stirred for 10 min under N2, then Pd(PPh3)2Cl2 (0.10 mmol) was added and finally Na2CO3 2M (6.00 mmol). The reaction mixture (light-orange) was stirred under N2 at room temperature. After 1h the reaction went to completion and was quenched with H2O and 2N HCl; then EtOAc was added and the mixture was stirred until the two layers became clear. The aqueous layer was extracted three times with EtOAc, then the organic phase was washed several times with H2O and brine, dried over Na2SO4, filtered and evaporated under reduced pressure. 5-(2-chloro-5-(trifluoromethyl)phenyl)furan-2-carbaldehyde (4). The crude product was purified by flash chromatography using PE/EtOAc = 4:1 as eluent to yield the wished product 4 as a brown solid (yield: 20%); mp = 157 C (decomposition); 1H NMR (400 MHz, CDCl3) delta 9.73 (s, 1H), 8.23 (s, 1H), 7.76-7.45 (m, 2H), 7.42-7.28 (m, 2H)ppm. MS (ESI): m/z 273.0 [M-H]-;
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 672-57-1, its application will become more common.