These common heterocyclic compound, 5469-19-2, name is 1-Bromo-2,4,5-trimethylbenzene, 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. name: 1-Bromo-2,4,5-trimethylbenzene
c. N,N,,N”,N”‘-(4,4,,4″,4,”-methanetetrayltetrakis(benzene-4, 1 – diyl))tetrakis(2,4,5-trimethyl-N-(2,4,5-trimethylphenyl)aniline) In a dry box, 4,4’,4″,4″‘-methanetetrayltetraaniline (1 .00 g, 3.08 mmol), 1 – bromo-2,4,5-trimethylbenzene (1 .35 g, 3.67 mmol), tris(tert- butyl)phosphine (0.1 0 g, 0.50 mmol) and Pd2(DBA)3 (0.23 g, 0.25 mmol) were combined in round bottom flask and dissolved in 120 ml of dry toluene. The solution was stirred for a minute and followed by sodium tert- butoxide (2.72 g, 28.33 mmol) and 5 ml of dry toluene. A heating mantle was added and the reaction heated to 80C for 18 hour. More 1 -bromo- 2,4,5-trimethylbenzene (350mg) and NaOtBu (180mg) were added and the reaction stirred at 80C for another 24 hour. The reaction mixture was then cooled to room temperature and filtered, washing with toluene (200 mL). The solvent was removed by rotary evaporation and the residue was re-dissolved in chloroform (40ml_). The crude product was precipitated into methanol (300ml_) and collected (3.3g, 85% pure) by filtration. The crude product was purified further by silica gel column chromatography using a gradient of chloroform in hexanes (5-21 %). Recrystallization from chloroform and ethanol yielded 2.60 g (64%) of product as a pale yellow solid. 1 H NMR (CDCI3) is consistent with structure for Compound 2.
The synthetic route of 1-Bromo-2,4,5-trimethylbenzene has been constantly updated, and we look forward to future research findings.
Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; WANG, Ying; WU, Weishi; DOBBS, Kerwin, D.; WO2011/49904; (2011); A2;,
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