104901-43-1,Some common heterocyclic compound, 104901-43-1, name is Methyl 3-bromo-4-methylbenzoate, 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.
A pressure vessel was charged with methyl 3-bromo-4-methylbenzoate (5.0 g, 22 mmol), DMF (20 ml), water (1.25 ml) and tributylamine (8 ml, 34 mmol). Cesium acetate (2.1 g, 11 mmol) was then added and the flask was purged with N2. Palladium acetate (0.25 g, 1.0 mmol) and triphenylphosphine (2.9 g, 11 mmol) were added and the flask was purged with CO gas. The reaction mixture was then heated at 90 C. under 20 psi of CO gas with vigorous stirring overnight. The reaction mixture was diluted with 50 mL of toluene and extracted with saturated NaHCO3 (3*50 ml). The combined aqueous layer was washed with EtOAc (10 mL), then acidified using 2 N HCl to pH 5. The volume was reduced to about 50 mL and the resulting precipitate was collected by filtration, washed with water and dried to give 5-(methoxycarbonyl)-2-methylbenzoic acid as a white solid. MS (ESI, pos. ion) m/z: 193.1 (M-1).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 104901-43-1, its application will become more common.
Reference:
Patent; Dimauro, Erin F.; Bemis, Jean E.; Chaffee, Stuart C.; Chen, Ning; Hu, Essu; Kunz, Roxanne; Martin, Matthew W.; McGowan, David C.; Rumfelt, Shannon; US2007/72862; (2007); A1;,
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