Uses
4-Methoxy-2-Methylphenylboronic Acid is a useful research chemical.
Chemical Properties
White solid
Uses
Reactant for preparation of biologically active molecule preparation of hydroxyphenylnaphthols as 17-hydroxysteroid dehydrogenase Type 2 inhibitors
Synthesis
4-Methoxy-2-methylphenylboronic acid was synthesized as follows: 4-bromo-3-methylanisole (10 g, 0.050 mol) was used as starting material, and reacted with n-butyllithium (24 mL of 2.5 M hexane solution, 0.055 mol) under anhydrous and anaerobic conditions at a low temperature (-78°C) to generate the corresponding aryl lithium intermediate. Subsequently, triisopropyl borate (57.7 mL, 47.02 g, 0.25 mol) was added to the reaction system, slowly warmed to room temperature and stirred overnight. Upon completion of the reaction, the crude product was obtained by acidic hydrolysis treatment and purified to give 5.7 g of 4-methoxy-2-methylphenylboronic acid white solid in 69% yield. The product was characterized by mass spectrometry (ESI), m/z 313 (2M-H2O-H)-.
References
[1] Organic Letters, 2001, vol. 3, # 26, p. 4263 - 4265
[2] Patent: US2003/181519, 2003, A1
