Introduction of a new synthetic route about 181765-86-6

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.

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. 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, A new synthetic method of this compound is introduced below., Quality Control of Methyl 5-bromo-2-iodobenzoate

A magnetically stirred and degassed mixture of compound 5 (1.39 g, 20.8 mmol), compound 37 (6.45 g, 18.9 mmol), Cul (359 mg, 1.9 mmol), 1 , 10-phenanthroline (680 mg, 3.8 mmol) and Cs2C03 (9.30 g, 28.4 mmol) in anhydrous toluene (40 mL) was heated at 100 C under a nitrogen atmosphere for 48 h. The cooled reaction mixture was then passed through a pad of TLC-grade silica and the filtrate concentrated under reduced pressure. The residue so formed was subjected to flash chromatography (silica, 30: 1 v/v hexane/ethyl acetate elution) to afford, after concentration of the appropriate fractions (Rf = 0.5 in 8: 1 v/v hexane/ethyl acetate), compound 38 (5.21 g, 99%) as a clear, colorless syrup. (0734) 1H NMR (400 MHz, CDCI3) £ 7.85 (d, J = 2.4 Hz, l H), 7.59 (dd, J = 8.5 and 2.4 Hz, 2H), 7.18 (m, 1H), 6.71 (m, 2H), 6.25 (m, 2H), 3.65 (s, 3H). (0735) 13C NMR (100 MHz, CDC13) delta 166.1 , 139.4, 135.3, 133.5, 129.4, 128.3, 122.0, 120.5, 1 10.2, 52.8. (0736) IR vmax 2950, 1729, 1594, 1563, 1498, 1435, 1400, 1329, 1288, 1267, 1238, 1 123, 1094, 1015, 966, 922, 826, 727 cm 1. (0737) MS (ESI, +ve): m/z 282 and 280 [(M+H) , both 50%], 250 and 248 (96 and 100). (0738) HRMS (ESI, +ve) Found: (M i l ) . 279.9972. C12Hi179BrN02 requires (M i l ) . 279.9973.

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:
Patent; THE AUSTRALIAN NATIONAL UNIVERSITY; BANWELL, Martin Gerhardt; ZHANG, Yiwen; (159 pag.)WO2017/100819; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com