Electric Literature of 199786-58-8, These common heterocyclic compound, 199786-58-8, name is (5-Bromo-2-iodophenyl)methanol, its 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.
Solution of compound 3 (5.00g, 0.04mol) dissolved in dry triethylamine (100mL) was added dropwise to a suspension of compound 2 (12.52g, 0.04mol), Pd(PPh3)2Cl2 (0.63g, 0.9mmol), triphenylphosphine (0.89g, 3.4mmol), and copper(I) iodide (0.29g, 1.7mmol) in dry triethylamine (200mL) at room temperature under nitrogen. The mixture was stirred at near 80C for 24h. The mixture was cooled to room temperature and filtered to remove the insoluble salt (triethylamine hydrobromide) formed during the reaction. The filtrate was washed with ether. After concentrated, the product was purified by column chromatography [silica gel, petroleum ether: ethyl acetate (v:v)=2:1] to give 6.3g of a yellowish solid. Yield:55%; 1H NMR (600MHz, DMSO-d6): delta=7.62 (s, 1H), 7.41 (dd, J=8.2, 1.9Hz, 1H), 7.32 (d, J=8.2Hz, 1H), 7.19 (d, J=8.4Hz, 1H), 6.55 (d, J=8.5Hz, 1H), 5.58 (s, 1H), 5.42 (t, J=5.7Hz, 1H), 4.65(d, J=5.6Hz, 1H)ppm (Fig.S3). HRMS(EI,DIP); m/z calcd. for C15H12BrNO [M+H]+: 301.01, found 301 (Fig.S4).
Statistics shows that (5-Bromo-2-iodophenyl)methanol is playing an increasingly important role. we look forward to future research findings about 199786-58-8.
Reference:
Article; Guan; Jia; Zhang; Zhang; Ma; Lu; Lai; Lei; Dyes and Pigments; vol. 136; (2017); p. 873 – 880;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com