Reference of 54149-17-6, These common heterocyclic compound, 54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane, 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.
2,7-dibromofluorene (Sigma Aldrich) (15.7 g, 0.048 mol) was dissolved in anhydrous tetrahydrofuran (150 mL) and cooled to 5 C. under argon atmosphere. Sodium tert-butoxide (10.5 g, 0.109 mol) was added portionwise, giving a deep red colour. After completion of addition, the reaction mixture was stirred at room temperature for 20 minutes. A solution of 1-bromo-2-(2-methoxyethoxy)ethane (Sigma Aldrich) (20 g, 0.109 mol) in anhydrous THF (50 mL) was added dropwise. The solution turned dark purple and an exotherm to 30 C. was observed. The reaction mixture was stirred at room temperature for 72 hours then diluted with water and ethyl acetate. The layers were separated and the aqueous phase extracted with ethyl acetate (2*). The combined organic layers were washed with water and brine then dried (Na2SO4) and filtered. Concentration of the filtrates in vacuo followed by purification of the residue by dry flash chromatography (0 to 40% ethyl acetate in heptane) gave 2,7-dibromo-9,9-Bis[2-(2-methoxyethoxy)ethyl]-9H-fluorene as a yellow oil (10 g, 40%). 1H NMR (300 MHz, CDCl3) 7.52-7.42 (m, 6H), 3.27 (m, 10H), 3.16 (m, 4H), 2.76 (m, 4H), 2.34 (m, 4H).
Statistics shows that 1-Bromo-2-(2-methoxyethoxy)ethane is playing an increasingly important role. we look forward to future research findings about 54149-17-6.
Patent; Wuhan Xinqu Chuangrou Optoelectronics Technology Co., Ltd.; SIMMS, Michael James; OGIER, Simon Dominic; (47 pag.)US2019/131533; (2019); A1;,
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