Adding a certain compound to certain chemical reactions, such as: 685892-23-3, name is Methyl 2-bromo-6-chlorobenzoate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 685892-23-3, category: esters-buliding-blocks
Step 1. Preparation of methyl 2-chloro-6-(4.4.5.5-tetramethyl-1.3.2-dioxaborolan-2-yl)benzoate (i-5a) [00144] To a solution of methyl 2-bromo-6-chlorobenzoate (7.50 g, 30.1 mmol) in dioxane (65 mL) was added Bis(pinacolato)diboron (15.3 g, 60.3 mmol), AcOK (3.54 g, 36.1 mmol) and PdCl2(dppf) (0.66 g, 0.90 mmol) under N2 atmosphere, then the resulting mixture was stirred at 100 C for 18 h, cooled to room temperature, filtered and concentrated, the residue was purified by chromatography (0-3% EtOAc in petroleum ether) to give the title compound. MS: 297 (M+l). XH NMR (400 MHz, CDC13) delta 7.67 (d, J = 7.4 Hz, 1H), 7.46 (d, J = 7.8 Hz, 1H), 7.29-7.39 (m, 1H), 3.92 (s, 3H), 1.32 (s, 12H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-bromo-6-chlorobenzoate, and friends who are interested can also refer to it.
Reference:
Patent; MERCK SHARP & DOHME CORP.; LAPOINTE, Blair, T.; FULLER, Peter, H.; GUNAYDIN, Hakan; LIU, Kun; SCOTT, Mark, E.; TROTTER, B., Wesley; ZHANG, Hongjun; (211 pag.)WO2017/75182; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics