Synthesis
GENERAL METHODS: Lithium bromide monohydrate (0.2 mmol) and iodobenzene diacetate (0.2 mmol) were added to a solution of 2-methoxybenzenemethanol (0.2 mmol) in trifluoroethanol (1 mL) and the reaction was carried out at room temperature. The progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction was quenched by the addition of saturated aqueous sodium sulfite solution. The mixture was extracted with dichloromethane and the combined organic layers were washed with saturated brine and dried over anhydrous sodium sulfate. The organic phase was concentrated under reduced pressure and the residue was purified by silica gel column chromatography to afford the target product 5-bromo-2-methoxybenzyl alcohol.
References
[1] Synlett, 2018, vol. 29, # 17, p. 2275 - 2278
[2] Tetrahedron Letters, 2000, vol. 41, # 46, p. 8881 - 8885
[3] Synthetic Communications, 2007, vol. 37, # 9, p. 1571 - 1577