Continuously updated synthesis method about Methyl 4-bromo-2-methoxybenzoate

Adding a certain compound to certain chemical reactions, such as: 139102-34-4, name is Methyl 4-bromo-2-methoxybenzoate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 139102-34-4, Recommanded Product: Methyl 4-bromo-2-methoxybenzoate

Adding a certain compound to certain chemical reactions, such as: 139102-34-4, name is Methyl 4-bromo-2-methoxybenzoate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 139102-34-4, Recommanded Product: Methyl 4-bromo-2-methoxybenzoate

To a degassed solution of methyl 4-bromo-2-methoxybenzoate (0.70 g, 2.86 mmol) in 1,4-dioxane (10 mL) and MeOH (2.5 mL) at room temperature under nitrogen blanketing is added 4-chlorophenyl boronic acid (0.536 g, 3.43 mmol), Pd(dppf)Cl2 (0.233 g, 0.286 mmol) and K3PO4 (0.728 g, 3.43 mmol). The resulting suspension is heated to 80 C. and stirred for 3 hours after which the reaction is cooled to room temperature and filtered through Celite. The collected solids are washed with additional MeOH and the filtrate concentrated under reduced pressure. The crude material is purified over silica (hexanes:EtOAc gradient 6:1 to 4:1) to afford 0.614 g (78% yield) of the desired product as orange crystals. 1H NMR (400 MHz, CDCl3) delta ppm 7.89 (1H, d, J=8.0 Hz), 7.52-7.56 (2H, m), 7.44 (2H, d, J=8.7 Hz), 7.17 (1H, d, J=8.0 Hz), 7.12 (1H, d, J=1.6 Hz), 3.99 (3H, s), 3.92 (3H, s). HPLC-MS: m/z 277 [M+H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-bromo-2-methoxybenzoate, and friends who are interested can also refer to it.

Reference:
Patent; The Procter & Gamble Company; US2007/299086; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics