Synthesis
Under nitrogen protection, 2-bromo-5-chlorobenzoic acid (17-1, 5.0 g, 21.23 mmol) was dissolved in BH3/THF solution (1 M, 85 mL) at a controlled temperature of 10 °C. After the addition was completed, the reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, methanol (30 mL) was added slowly at 0 °C to quench the reaction, after which the mixture was concentrated to dryness. The resulting residue was dissolved in methanol (100 mL) and concentrated again to dryness. This dissolution-concentration procedure was repeated twice to give 2-bromo-5-chlorobenzenemethanol (17-2) as a white solid (4.7 g, quantitative yield).
References
[1] Patent: US9138427, 2015, B2. Location in patent: Page/Page column 295
[2] Patent: WO2012/131588, 2012, A1. Location in patent: Page/Page column 96; 108
[3] Chemical Communications, 2018, vol. 54, # 20, p. 2467 - 2470
[4] Journal of Medicinal Chemistry, 2006, vol. 49, # 15, p. 4447 - 4450
[5] Patent: US2007/265226, 2007, A1. Location in patent: Page/Page column 58
