Analyzing the synthesis route of 29578-83-4

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-methoxy-5-methylbenzene, its application will become more common.

Related Products of 29578-83-4,Some common heterocyclic compound, 29578-83-4, name is 1-Bromo-3-methoxy-5-methylbenzene, molecular formula is C8H9BrO, 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.

To a -78 0C solution of l-bromo-3-methoxy-5-methylbenzene (10 g, 49.8 mmol) in anhydrous THF (200 mL) was added dropwise a n -BuLi solution (37.3 mL, 59.7 mmol, 1.6 M Hexane). After stirring for 30 min at -78 0C, trimethyl borate (13.9 mL, 124.3 mmol) was added. The resulting mixture was stirred at -78 0C for 30 min and then warmed to rt and stirred for an additional 60 min. The reaction mixture was poured into an ice/H2O mixture and acidified with 2N HCl to pH = 3. The aqueous solution was extracted with Et2O. The combined organic extracts were dried over Na2SO4, filtered and concentrated in vacuo. The crude residue (13 g) was washed with hexanes. The precipitate was collected and recrystallized from hexanes to give 6.5 g (79%) of 3-methoxy-5-methylphenylboronic acid as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-methoxy-5-methylbenzene, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; VITAE PHARMACEUTICALS, INC.; WO2008/124575; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem