Synthetic Route of 103440-52-4, These common heterocyclic compound, 103440-52-4, name is Methyl 2-Iodo-5-methylbenzoate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Methyl 2-iodo-5-methylbenzoate (104.13 g; 358 mmol) is dissolved in THF (500 ml) under aninert nitrogen atmosphere followed by the addition of triethlamine (150 ml; 1.07 mol) and4,4,5,5-tetramethyl-1,3,2-dioxaborolane (68.8 g; 537 mmol). The mixture is additionallydegassed by bubbling nitrogen gas in for 5 mm. Then tri-(o-tolyl)-phosphine (5.45 g; 17.9 mmol) and palladium(ll)-acetate (2.01 g; 8.96 mmol) is added and the mixture is heated to 75C for 1 hour. The reaction mixture is cooled to 0C followed by careful addition of sat. aq. NH4CI solution (to the point where no further gas evolution occurs). The black suspension is filtered, the filtrate is concentrated under reduced pressure and water is added to theresidue. The product is extracted with EtOAc (2x 200 ml). The combined EtOAc layers are dried over MgSO4, filtered and the solvent is evaporated under reduced pressure. The residue is purified by CC with heptane I EtOAc = 95 I 5, to give 82.7 of the title compound as a slightly orange solid; tR [mm] = 0.92; [M+H] = 277.22.
Statistics shows that Methyl 2-Iodo-5-methylbenzoate is playing an increasingly important role. we look forward to future research findings about 103440-52-4.
Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOSS, Christoph; BRISBARE-ROCH, Catherine; BROTSCHI, Christine; GUDE, Markus; HEIDMANN, Bibia; JENCK, Francois; SIFFERLEN, Thierry; STEINER, Michel; WILLIAMS, Jodi; WO2015/83094; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com