364-77-2, A common compound: 364-77-2, name is 2-Iodo-5-fluoronitrobenzene, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.
A solution of 4-fluoro-1-iodo-2-nitrobenzene 1 (Oakwood Products, 2.403 g, 9.00 mmol), triphenylphosphine (1.416 g, 5.40 mmol), dry Et3N (1.88 mL, 13.5 mmol), Pd(OAc)2 (303.1 mg, 1.35 mmol), and methyl acrylate (1.62 mL, 18.0 mmol) in dry DMF (24.0 mL) was stirred at 130 C under N2 for 9 h. The reaction solution was cooled to room temperature, and concentrated in vacuo. The residue was partitioned between AcOEt/toluene solution (1:2, 60 mL) and H2O (50 mL). The organic layer was separated and the aqueous layer was extracted with AcOEt/toluene solution (1:3, 40 mL ¡Á 3). The organic layers were combined, dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The residue was purified by flash column chromatography (silica gel, hexane/AcOEt = 5:1) to afford 286.7 mg of the title product 3 in 14% yield as a yellow crystalline solid. 1H NMR (270 MHz, CDCl3) delta 8.07 (1H, d, 15.8 Hz), 7.78 (1H, dd, J = 8.07 Hz, J = 2.65 Hz), 7.68-7.63 (1H, m), 7.43-7.38 (1H, m), 6.34 (1H, d, J = 15.8 Hz), 3.84 (3H, s).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Iodo-5-fluoronitrobenzene, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Hayashi, Shigeo; Ueno, Naomi; Murase, Akio; Nakagawa, Yoko; Takada, Junji; European Journal of Medicinal Chemistry; vol. 50; (2012); p. 179 – 195;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com