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. Product Details of 103440-52-4
General procedure: A dry, N2 flushed 25 mL round-bottomed flask, equipped with a magnetic stirring bar, was charged with aryl iodide 3 (1 mmol) in anhydrous THF (5 mL), and cooled to -40 C. i-PrMgCl (2 M in THF, 2 mmol) was slowly added. After 0.5 h, CuCN¡¤2LiCl (premixed CuCN and 1 M LiCl in THF) (0.1 mmol) was added. After 5 min, at the same temperature, 2-chloro-3-iodo-propene (2 mmol) was added and the reaction mixture allowed to warm to rt. The reaction mixture was quenched with sat. NH4Cl (20 mL) and extracted with MTBE (2 ¡Á 20 mL). The combined organic fractions were washed with brine (10 mL), then dried over Na2SO4, and concentrated in vacuo. The crude product was used in the next step after a silica plug treatment or without further purification.
The synthetic route of Methyl 2-Iodo-5-methylbenzoate has been constantly updated, and we look forward to future research findings.
Reference:
Article; Linghu, Xin; McLaughlin, Mark; Chen, Cheng-Yi; Reamer, Robert A.; Dimichele, Lisa; Davies, Ian W.; Tetrahedron Letters; vol. 53; 13; (2012); p. 1550 – 1552;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com