Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, A new synthetic method of this compound is introduced below., category: iodides-buliding-blocks
To a solution of 4-iodo-3-nitroanisole (2.38 g, 8.50 mmol) in anhydrous THF (10 mL) at minus 40C under a nitrogen atmosphere, phenylmagnesium chloride (2 M in THF, 4.7 mL, 9.4 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 one hour, followed by addition of trimethylacetaldehyde (1.13 mL, 10.2 mmol). The mixture was stirred at minus 40C for two hours and then at room temperature for another one hour. The reaction was quenched with brine (100 mL), and the mixture was extracted with CH2CI2 (40 mL) three times. The combined organic phase was dried over a2S04 and concentrated in vacuo, and the residue was purified by silica gel column chromatography to yield racemic (R/5)-l-(4-methoxy-2-nitrophenyl)-2,2-dimethyl-l -propanol (1.52 g, 74%). 1H NMR (400 MHz, CDCl3): delta 7.67 (d, 1 H, J = 9.2 Hz, Ph-H), 7.22 (d, 1 H, J = 2.4 Hz, Ph-H), 7.12 (dd, 1 H, J= 8.8 and 2.8 Hz, Ph-H), 5.27 (d, 1 H, J= 4.0 Hz, Ph-CH), 3.86 (s, 3 H, OCH3), 2.01 (d, 1 H, J= 4.0 Hz, OH), 0.86 (s, 9 H, C(CH3)3).
The synthetic route of 58755-70-7 has been constantly updated, and we look forward to future research findings.
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