Some common heterocyclic compound, 583-70-0, name is 2,4-Dimethylbromobenzene, molecular formula is C8H9Br, 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. 583-70-0
General procedure: Magnesium turnings (180 mg, 7.5 mmol) and a little iodine were placed in a 50 mL three-necked flask equipped with a magnetic stirring bar, a reflux condenser and a nitrogen bubbling tube flushed with nitrogen. Then, RBr (5 mmol) was added dropwise to react with magnesium in dry THF (15 mL) for 1 h at 45 C. Selenium powder (0.4 g, 5 mmol) was added to the reacting mixture in batches. After reacting for 0.5 h, CuI (142 mg, 15 mol%), L-proline(180 mg, 30 mol%), toluene (20 mL), H2O (5 mL) and styrene (5 mmol) were added and kept for 8 h at 85 C. After cooled at room temperature, the cool mixture was added with dilute hydrochloride aqueous solution, and then filtered. The filtrate and filtered residue were both extracted with ethyl acetate. After the ethyl acetate was evaporated under reduced pressure, the crude product was analyzed by GC-MS directly. Isolated yields and pure samples subjected to spectroscopic analysis were obtained by TLC with n-hexane as developing solvent.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 583-70-0, its application will become more common.
Reference:
Article; Gao, Fei; Tang, Yu; Li, Zhi-Hao; Pan, Feng; Yang, Jun; Zhang, Yuan-Ming; Tetrahedron Letters; vol. 53; 42; (2012); p. 5688 – 5690;,
Bromide – Wikipedia,
bromide – Wiktionary