Electric Literature of 583-19-7,Some common heterocyclic compound, 583-19-7, name is 1-Bromo-2-ethoxybenzene, molecular formula is C8H9BrO, 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.
Intermediate V.1 (X1 = Br, X2 = Cl): 1-bromo-2-ethoxybenzene-1-sulfonyl chloride; To a solution of 9 g (45 mmol) of 1-bromo-2-ethoxybenzene (intermediate VI.1) in 220 mL of dichloromethane, a solution of 9 mL (135 mmol) of chlorosulfonic acid in 16 mL of dichloromethane was added for one hour at -5C. Then it was stirred for an additional 1 hour, at room temperature. The reaction mixture was carefully poured over about 500 g of crushed ice and the resulting phases were allowed to decant and were separated. The organic phase was washed, successively, with 220 mL of a 5% Na2CO3 aqueous solution, 220 mL of NaHCO3 saturated aqueous solution, 220 mL of water and 220 mL of brine. Then, it was dried over anhydrous sodium sulfate and evaporated to dryness to obtain 11.91 g (89% yield) of 1-bromo-2-ethoxybenzene-1-sulfonyl chloride as a yellow oil. 1H NMR (CDCl3, 200 MHz) delta (ppm): 8.21 (d, J = 2.2 Hz, 1H); 7.96 (dd, J = 2.2 Hz, J = 9.2 Hz, 1H) ; 7.01 (d, J = 9.2 Hz, 1H); 4.24 (q, J = 7.0 Hz, 2H) ; 1.55 (t, J = 7.0 Hz, 3H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2-ethoxybenzene, its application will become more common.
Reference:
Patent; Galenicum Health, S.l.; EP2168967; (2010); A1;,
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