These common heterocyclic compound, 583-70-0, name is 2,4-Dimethylbromobenzene, 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 583-70-0
To a dried 3-necked round-bottomed flask equipped with a condenser, thermometer, and N 2 purge was added Pd(dba) 2 (3.80 g, 6.61 mmol), KOH (37.5 g, 568.12 mmol), and 4-aminobutanoic acid (5; 23.0 g, 223 mmol), and the ligand di-tert-butyl(2′-isopropoxy-1,1′-binaphthyl-2-yl)phosphine (13; 3.25 g, 6.41 mmol). The mixture was degassed with N2 . Compound 4 (40.0 g, 216.14 mmol) and t-BuOH (1.50 L) were added to the brown mixture. The mixture was degassed with N2 and heated to 90 C for 18 h. The reaction progress was monitored by LCMS. After the completion of the reaction, majority of t-BuOH was removed under vacuum. A brown residue was obtained. H2O (100 mL) and CH2Cl2 (500 ml) were added to the reaction mixture. The pH of the aqueous layer was adjusted to 3-4 by aq 4 M HCl. The contents were filtered through a pad of Celite and the organic layer was separated. The aqueous layer was extracted with CH2Cl2 (500 mL). The organic phase was dried (MgSO4), filtered, and concentrated to half of the volume and petroleum ether (bp 40-60 C) (200 mL) was added. The brown solution was cooled to 5-10 C for 2 h to obtain a slurry, which upon filtration and drying provided a brownish solid; yield: 36 g (78%)
The synthetic route of 2,4-Dimethylbromobenzene has been constantly updated, and we look forward to future research findings.
Reference:
Article; Vaid, Radhe K.; Boini, Sathish K.; Alt, Charles A.; Spitler, Jeremy T.; Hadden, Chad E.; Frank, Scott A.; Moher, Eric D.; Synthesis; vol. 46; 18; (2014); p. 2463 – 2470;,
Bromide – Wikipedia,
bromide – Wiktionary