Extracurricular laboratory: Synthetic route of 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., name: Methyl 5-bromo-2-iodobenzoate

Synthesis of Intermediate J-1 (0195) Quantities of 3 g (1 eq, 8.80 mmol) of methyl 5-bromo-2-iodobenzoate, 2.21 g (1.1 eq, 9.68 mmol) of dibenzo[b,d]thiophen-4-ylboronic acid, and 410 mg (0.04 eq, 0.35 mmol) of tetrakis(triphenylphosphine)palladium(0) were added to a reaction chamber and vacuum dried, and the reaction chamber was filled with nitrogen gas. A quantity of 70 ml of toluene was added to the reaction chamber to dissolve the compounds, 30 ml of ethanol and 13 ml (3 eq, 26.4 mmol) of 2.0 M sodium carbonate aqueous solution were added to the reaction chamber to prepare a mixture, and the mixture was refluxed and agitated for 3 hours at a temperature of 120 C. Then, the mixture was washed with distilled water, and an organic layer was extracted using ethyl acetate. After drying the extracts using magnesium sulfate, the extracts were filtered, and the solvent was evaporated. Thereafter, 3.5 g of intermediate J-1 (methyl 5-bromo-2-(dibenzo[b,d]thiophen-4-yl)benzoate) (yield=75%) was obtained through column chromatography. (0196) 1H-NMR: 8.18 (m, 3H), 7.76 (t, 2H), 7.53 (t, 1H), 7.45 (m, 2H), 7.38 (d, 1H), 7.27 (d, 1H), 3.55 (s, 3H). APCI-MS (m/z): 397 [M+].

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; Samsung Display Co., Ltd.; Pusan National University Industry?University Cooperation Foundation; Kim, Soung-Wook; Kim, Myeong-Suk; Kim, Jae-Hong; Hwang, Jin-Soo; Suh, Hong-Suk; US8987462; (2015); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com