Some common heterocyclic compound, 150529-73-0, name is Methyl 2-(3-bromophenyl)acetate, molecular formula is C9H9BrO2, 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. Application In Synthesis of Methyl 2-(3-bromophenyl)acetate
Sodium hydride (60% in oil) (10.4 g, 436 mmol) was added to tetrahydrofuran (400 ml) under argon and heated with stirring to 50 C. Methyl 2-(3-bromophenyl)acetate (20 g, 87.3 mmol) was added drop wise over 30 minutes and heating continued for 90 minutes. The temperature was lowered to below 40 C. and methyl iodide (13 ml, 209 mmol) was added over 10 minutes. The resulting suspension was stirred at room temperature overnight. Water (300 ml) was carefully added and reaction mixture concentrated. Residue was partitioned between diethyl ether (400 ml) and water. The aqueous layer was extracted with diethyl ether (400 ml), and the combined ethereal extracts were dried over sodium sulfate and concentrated. Crude oil was purified by column chromatography, eluding with a gradient from 0% to 20% ethyl acetate in heptane to give methyl 2-(3-bromophenyl)-2-methylpropanoate (14.96 g, 58 mmol, 67%). 1H NMR (400 MHz, CDCl3): delta ppm 7.47 (t, 1H), 7.37 (dt, 1H), 7.24 (dt, 1H), 7.18 (t, 1H), 3.65 (s, 3H), 1.55 (s, 6H)
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 150529-73-0, its application will become more common.
Reference:
Patent; pfizer Inc; US2010/197591; (2010); A1;,
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