Reference of 87808-49-9,Some common heterocyclic compound, 87808-49-9, name is Methyl 2-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.
3-Bromo-4-methoxycarbonylbenzoic acid[0095] 2-bromo-4-methylbenzoic acid methyl ester (10.00 g, 42.8 mmol), tetrabutyl ammonium bromide (345 mg, 0.86 mmol), ruthenium chloride trihydrate (86 mg, 0.43 mmol), dichloroethane (14 mL) and sodium hypochlorite 10% (115 mL) were mixed. The pH at the aqueous phase was adjusted to 9.0 by addition of 20% v/v H2SO4. The biphasic mixture was stirred for 2.5 hours, and meanwhile, NaOH 20% v/v was added to keep the pH at 9. The phases were separated and the aqueous phase was washed with DCM (3 × 50 mL), acidified with 20% H2SO4 and extracted with EtOAc (3 × 50 mL). The organic layer was washed with brine (50 mL), dried over anhydrous magnesium sulfate, filtered and evaporated to dryness in vacuo to afford 3-bromo-4-methoxycarbonylbenzoic acid as a whitish solid (2.33 g, 21% yield). 1H-NMR (400 MHz, CDCl3): 8.38 (d, J = 1.5, 1H), 8.07 (dd, J = 8.1, 1.6, 1H), 7.84 (d, J = 8.1, 1H), 3.98 (s, 3H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-bromo-4-methylbenzoate, its application will become more common.
Reference:
Patent; Prous Institute for Biomedical Research, S.A.; Prous, Josep R.; Serradell, Neus; Munoz, Rosa; Flores, Ramon; Garcia-Delgado, Noemi; EP2573088; (2013); A1;,
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