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. Computed Properties of C9H9BrO2
Step (vi); Methyl 3-cyanophenylacetate; [Show Image] The compound 10.65g (46.5mmol) obtained in step (v) and zinc cyanide 3.44g (29.3mmol) were dissolved in DMF 120ml and stirred at room temperature for 30 minutes under an atmosphere of nitrogen. Thereto was added tetrakis(triphenylphosphine)palladium 2.15g (1.86mmol) and the mixture was refluxed at 90C for 3 hours under an atmosphere of nitrogen. After lowering the temperature and filtration over Celite, the filtrate was concentrated. The residue was extracted with ethyl acetate, washed with 2N aqueous ammonia (50ml) and saturated brine. The organic layer was dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography (SiO2 200g, eluent : Hexane/EtOAc=9/ 1) to give the object compound 4.28g as a pale yellow oil. Yield 53% 1H NMR (CDCl3) delta 7.52 (4H, m), 3.72 (3H, s), 3.67 (2H, s).
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; Dainippon Sumitomo Pharma Co., Ltd.; AstraZeneca AB; EP1939202; (2008); A1;,
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