Synthetic Route of 18013-97-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 18013-97-3, name is Diethyl 2,5-dibromoterephthalate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
Example 2 Diethyl 2,5-di(benzo[b]thiophen-4-yl)terephthalate To a mixture of magnesium turnings (0.91 g, 36 mmol) and anhydrous tetrahydrofuran (20 cm3) is added 4-bromobenzo[b]thiophene (7.0 g, 33 mmol) and the mixture heated at 75 C. for 17 hours. The resulting suspension is syringed into a solution of tributyltinchloride (16 g, 49 mmol) in anhydrous tetrahydrofuran (20 cm3) at -78 C. The ice bath is removed and the resulting mixture is stirred at 23 C. for 17 hours. The reaction mixture is quenched with water (100 cm3) and extracted with 40-60 petroleum (5*50 cm3). The combined organic phase is washed with brine (50 cm3), dried over magnesium sulphate, filtered and the solvent removed in vacuo to give crude (4-tributylstannanyl-benzo[b]thiophen-2-yl). Nitrogen gas is bubbled for an hour through a suspension of 2,5-dibromo-terephthalic acid diethyl ester (2.3 g, 6.0 mmol) in anhydrous N,N-dimethylformamide (50 cm3) and tris(dibenzylideneacetone)dipalladium(0) (0.3 g, 0.3 mmol) and tri(o-tolyl)phosphine (0.2 g, 0.6 mmol) are added. The resulting mixture is heated to 90 C. and the prepared (4-tributylstannanyl-benzo[b]thiophen-2-yl) is added. The reaction mixture is stirred at 90 C. for 17 hours. The reaction mixture is concentrated in vacuo and purified using silica gel column chromatography (gradient of 40-60 petroleum to diethyl ether) to give diethyl 2,5-di(benzo[b]thiophen-4-yl)terephthalate (0.9 g, 31%) as a white solid. 1H NMR (300 MHz, CDCl3) 8.05 (2H, s, ArH), 7.95 (2H, d, ArH, J 8.0), 7.49-7.44 (4H, m, ArH), 7.37 (2H, d, ArH, J 5.5), 7.28 (2H, d, ArH, J 5.5), 3.92 (4H, q, CH2, J 7.2), 0.72 (6H, t, 2CH3, J 7.2).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Diethyl 2,5-dibromoterephthalate, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; MERCK PATENT GMBH; D’Lavari, Mansoor; Mitchell, William; Wang, Changsheng; Tierney, Steven; Sparrowe, David; US2015/144847; (2015); A1;,
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