Related Products of 58755-70-7,Some common heterocyclic compound, 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, molecular formula is C7H6INO3, 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.
To a solution of 4-iodo-3-nitroanisole (2.79 g, 10.0 mmol) in anhydrous THF (20 mL) at minus 40C under a nitrogen atmosphere, phenylmagnesium chloride (2 M in THF, 6.0 mL, 12 mmol) was added dropwise at a rate such that the temperature would not exceed minus 35C. Upon completion of the addition, the mixture was stirred at minus 40C for five min, followed by addition of isobutyraldehyde (1.8 mL, 20 mmol). The mixture was gradually warmed to room temperature, quenched with saturated NH4C1 solution (5.0 mL), diluted with CH2CI2 (100 mL) and washed with water (100 mL). The organic phase was separated, and the aqueous phase was extracted with CH2CI2 (50 mL) three times. The combined organic phase was washed with brine (40 mL), dried over Na2S04, concentrated in vacuo, and the residue was purified by silica gel column chromatography to yield (R/5)-l-(4- methoxy-2-nitrophenyl)-2-methyl- 1-propanol (1.5 g, 67%) as a light yellow oil. 1H NMR (400 MHz, CDCl3): delta 7.61 (d, 1 H, J = 8.8 Hz, Ph-H), 7.34 (d, 1 H, J = 2.8 Hz, Ph-H), 7.15 (dd, 1 H, J = 8.8 and 2.8 Hz, Ph-H), 4.92 (dd, 1 H, J = 5.6 and 3.2 Hz, Ph-CH), 2.46 (br s, 1 H, OH), 2.00 (m, 1 H, CH), 0.97 (d, 3 H, J= 6.4 Hz, CH3), 0.86 (d, 3 H, J= 6.8 Hz, CH3).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-4-methoxy-2-nitrobenzene, its application will become more common.
Reference:
Patent; LASERGEN, INC.; STUPI, Brian, Philip; LI, Hong; WU, Weidong; HERSH, Megan, N.; HERTZOG, David; MORRIS, Sidney, E.; METZKER, Michael, L.; WO2013/40257; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com