Electric Literature of 90347-66-3, A common heterocyclic compound, 90347-66-3, name is Methyl 3-iodo-4-methylbenzoate, molecular formula is C9H9IO2, 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 3-iodo-4-methylbenzoate (SM1) (30 g, 0.471 mol) was dissolved in tetrahydrofuran (1200 mL). plusTrimethylsilylacetylene (92.3 g, 0.942 mol) and diisopropylethylamine (72.9 g, 0.565 mol) were added. System vacuum,Then fill with nitrogen. Cuprous iodide (8.92 g, 0.047 mol) and bistriphenylphosphinepalladium dichloride (16.5 g, 0.024 mol) were added.The system is evacuated and filled with nitrogen. After stirring at 80 C for 4 hours under a nitrogen atmosphere and cooling to room temperature, the mixture was filtered through celite and the celite washed thoroughly with ethyl acetate. The filtrate was washed with water and brine, dried over sodium sulfate, filtered and concentrated to dryness. The crude product was purified by column chromatography (ethyl acetate / petroleum ether = 1: 50) to give the title compound (95.1 g, 82.6%) as a brown solid.
The synthetic route of 90347-66-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Beijing Life Sciences Institute; Zhang Zhiyuan; Huang Shaoqiang; Ren Yan; Cui Bo; Cao Weiye; Liu Chunyan; Liu Xiao; (27 pag.)CN107353286; (2017); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com