Reference of 103440-52-4, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 103440-52-4, name is Methyl 2-Iodo-5-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.
To a solution of methyl 2-iodo-5-methylbenzoate in 2-MeTHF (25 mL) triethylamine (3.0 mL, 21.7 mol) was added and the solution was degassed with N2. Pinacol borane (1.56 mL, 10.8 mol) was added slowly (over 15 minutes) to the stirring solution while maintaining the purge. The solution was further degassed for 10 minutes and Tri-o- tolylphosphine (110 mg, 0.36 mol) was added followed by Palladium (II) acetate (50 mg, 0.22mol). This caused the reaction to turn black immediately with a slow exothermic from 1 1 C to 25 C. At this point a delayed exothermic was observed and the reaction temperature increased to 60 C (over 45 minutes). The reaction temperature was increased to 77 C and aged for 2 hours. The heat source was removed and the reaction was cooled for 1 hour. A 26 w/w% ammonium chloride solution was added very slowly to control gas evolution and exothermic which caused a black precipitated to form. The supernatant was transferred to the extractor which already contained 43 mL of water. The remaining black slurry was filtered and washed with diethyl ether. The solution was transferred to a separatory funnel and the layers were separated The crude was purified by FC on silica gel (eluent: Cy/EtoAc 8/2) affording methyl 5-methyl-2-(tetramethyl-1 ,3,2- dioxaborolan-2-yl)benzoate (p59, 1 .51 g, y=76%). MS (mlz): 276.0 [M]+.
The chemical industry reduces the impact on the environment during synthesis Methyl 2-Iodo-5-methylbenzoate. I believe this compound will play a more active role in future production and life.
Reference:
Patent; CHRONOS THERAPEUTICS LIMITED; MICHELI, Fabrizio; BERTANI, Barbara; GIBSON, Karl Richard; DI FABIO, Romano; RAVEGLIA, Luca; ZANALETTI, Riccardo; CREMONESI, Susanna; POZZAN, Alfonso; SEMERARO, Teresa; TARSI, Luca; LUKER, Timothy Jon; (275 pag.)WO2019/43407; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com