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. 620-05-3, name is (Iodomethyl)benzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H7I
General procedure: To a stirred solution of compound 12 (120 mg, 0.25 mmol, 1 equiv.) in THF (10 mL) was added freshly prepared Ag2O (174 mg, 0.75 mmol, 3 equiv.) and MeI (51 muL, 1.25 mmol, 5 equiv.), then the resulting reaction mixture was stirredat 50 C for 3 hours. After been cooled to room temperature, the reaction mixture was filtered, and the filtrate was concentrated in vacuo. The resulting residue was purified by silica gel flash chromatography (hexanes : EtOAc = 2:1) to give the desired products. Compound 15 (79 mg, 63%): 1H NMR (500 MHz, CDCl3) delta 7.80 (d, J = 7.5 Hz, 2H),7.64 (d, J = 7.5 Hz, 2H), 7.49 – 7.28 (m, 9H), 5.78 (d, J = 8.7 Hz, 1H), 5.20 (dd,J = 31.7, 12.1 Hz, 2H), 5.02 (dd, J = 8.7, 3.1 Hz, 1H), 4.45 (dd, J = 7.1, 1.5 Hz,2H), 4.32 – 4.21 (m, 2H),3.90 – 3.79 (m, 1H), 3.61 (s, 3H), 3.54 – 3.44 (m, 2H), 1.25 (t, J = 7.5 Hz, 3H);13C NMR (126 MHz, CDCl3) delta 169.70, 168.45, 155.83, 143.87, 143.69, 141.34,134.82, 128.57, 128.53, 127.78, 127.12, 125.13, 120.03, 78.77, 67.90, 67.55,67.32, 56.08, 52.08, 47.14, 14.97; HRMS: calculated for C29H30NO7+ [M+H+]: 504.2017; found: 504.2023. Compound 16 (128 mg, 91%): 1H NMR (500 MHz, CDCl3) delta 7.86 – 7.75 (m, 2H), 7.70 – 7.55 (m, 2H), 7.47 – 7.30 (m, 14H), 5.75 (d, J = 8.6 Hz, 1H), 5.22(dd, J = 30.8, 12.1 Hz, 2H), 5.06 (dd, J = 8.6, 2.9 Hz, 1H), 4.95 (d, J = 11.9 Hz,1H), 4.56 (s, 1H), 4.48 – 4.31 (m, 3H), 4.25 (t, J = 7.2 Hz, 1H), 3.64 (s, 3H); 13CNMR (126 MHz, CDCl3) delta 169.55, 168.37, 155.68, 143.91, 143.72, 141.35, 141.32, 136.76, 134.78, 128.62, 128.58, 128.57, 128.23, 128.21, 127.81, 127.15,125.21, 125.17, 120.07, 73.21, 68.01, 67.37, 56.13, 52.17, 47.12, 26.57; HRMS: calculated for C34H32NO7+ [M+H+]: 566.2173; found: 566.2175.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Article; Liu, Long; Wang, Bo; Bi, Cheng; He, Gang; Chen, Gong; Chinese Chemical Letters; vol. 29; 7; (2018); p. 1113 – 1115;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com