1-Bromo-5-chloro-2-ethoxybenzene synthesis

Yield:1225577-71-8 98%

Reaction Conditions:

with caesium carbonate at 20; for 2 h;

Steps:

20

2-bromo-4-chloro-l-ethoxybenzeneTo a solution of 2-Bromo-4-chlorophenol (2.12 g, 10.2 mmol) in 25 niL acetone was added iodoethane (0.850 mL, 10.6 mmol) and cesium carbonate (4.08 g, 12.5 mmol). The reaction mixture was stirred at 50⁰C for 2 hours. The reaction mixture was partitioned between ethyl acetate and water, and the organic portion washed with brine, dried over magnesium sulfate, and concentrated to yield 2.37 g (98%) of 2-bromo-4-chloro-l-ethoxybenzene as a yellow oil, which was carried forward without further purficiation. LCMS (ESI) no m/z signal; ¹H NMR (400MHz, DMSO-J₆) δ: 7.67 (d, J = 2.6, IH), 7.39 (dd, / = 8.8, 2.6, IH), 7.12 (d, / = 8.9, IH), 4.11 (q, J= 7.0, 2H), 1.35 (t, J= 7.0, 3H).

References:

WO2011/3065,2011,A2 Location in patent:Page/Page column 101