Reference of 117635-21-9, These common heterocyclic compound, 117635-21-9, name is 1,4-Dibromo-2,5-dihexylbenzene, 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.
A toluene (400 mL) solution of benzophenoeimine (18.1 g, 100 mmol), 1,4-dibromo-hexyl benzene (20 g, 50 mmol), t-BuONa (10 g), and (DPPF)2PdCl2 (2 g) was refluxed under argon. The mixture was refluxed for 72 hours and then cooled to room temperature. Water (70 mL) and aqeous HC1 (37%, 70 mL) were added to the mixture, which was then refluxed for 10 hours and cooled to room temperature. The solvent was removed by rotary evaporator. The solid was stirred with ethyl ether (300 mL) for 2 days, then filtered, washed with a small amount of ether, and dried, which was stirred in ether (200 mL) with aqueous NaOH (5 M, 300 mL), The ether phase was separated and dried over MgSO4 and run through a short, silica gel column (6 cm×6 cm). The solvent was removed to leave a dark brown solid, which was dissolved in eihanol (50 mL). After sitting overnight, 2,5-dihyxylbenzene-1,4-diamine needles had formed in the solution. The needles were collected through filtration (yield: 6 g, 43%). [0065] FIG. 1a depicts a 1H NMR spectrum of 2,5-dihyxylbenzene-1,4-diamine in CDCl3. [0066] FIG. 1b depicts a ChemDraw-simulated 1H NMR spectrum of 2,5-dihyxylbenzene-1,4-diamine. [0067] FIG. 2a depicts a 13C NMR spectrum of 2,5-dihyxylbenzene-1,4-diamine in CDCl3. [0068] FIG. 2b depicts a ChemDraw-simulated 13C NMR spectrum of 2,5-dihyxylbenzene-1,4-diamine.
Statistics shows that 1,4-Dibromo-2,5-dihexylbenzene is playing an increasingly important role. we look forward to future research findings about 117635-21-9.
Reference:
Patent; PHILLIPS 66 COMPANY; Huang, Hui; US2014/58110; (2014); A1;,
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