Synthetic Route of 33184-48-4, These common heterocyclic compound, 33184-48-4, name is 4-Chloro-2-iodo-1-methylbenzene, 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.
A solution of P(^-Bu)3 (0.0757 M, 5.19 ml_, 0.393 mmol) and a solution of 4-chloro-2-iodo-1-methylbenzene a107 (5.0 g, 19.8 mmol) and tert-butyl acetate (2.53 g, 21.8 mmol) in degassed toluene (50 ml.) are added to a mixture of LiHMDS (7.60 g, 45.5 mmol) and Pd(dba)2 (0.226 g ,0.393 mmol), under argon atmosphere. The reaction mixture is stirred at room temperature for 20 hours (according to the LC-MS data, 2-3 hours are sufficient for the reaction to go to completion) and it is quenched with a saturated ammonium chloride solution (50 mL). After 15 min the organic layer is separated, and the aqueous layer is extracted with diethylether. The combined organic extracts are dried over anhydrous Na2SC>4 and evaporated. The residue is purified by chromatography on silicagel (petroleum ether/AcOEt 10/1 v/v) to afford, after evaporation, tert-butyl (5-chloro-2-methylphenyl)acetate a108 (3.70 g) as a yellow oil (90 % purity). Yield: 77 %.1 H NMR deltaH (CDCI3, 400 MHz, ppm): 1.44 (s, 9H); 2.26 (s, 3H); 3.50 (s, 2H), 7.06-7.19 (m,3H).
Statistics shows that 4-Chloro-2-iodo-1-methylbenzene is playing an increasingly important role. we look forward to future research findings about 33184-48-4.
Reference:
Patent; UCB PHARMA S.A.; WO2008/132139; (2008); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com