Synthesis
General procedure for the synthesis of 2-(benzyloxy)-4-methoxybenzaldehyde from 2-hydroxy-4-methoxybenzaldehyde and benzyl bromide: 2-hydroxy-4-methoxybenzaldehyde (1 g, 6.57 mmol) was dissolved in ethanol (100 mL), K2CO3 and benzyl bromide were added. The reaction mixture was heated and stirred at 50 °C for two days. After completion of the reaction, the reaction solution was concentrated and the residue was dissolved in diethyl ether. The ether solution was washed sequentially with brine, 5% NaOH aqueous solution and water, and then dried with anhydrous Na2SO4. After filtration, the solvent was evaporated to give 2-(benzyloxy)-4-methoxybenzaldehyde (1.5 g, 95% yield): LC-MS [M + H]+ = 243.02.
References
[1] Patent: WO2010/111353, 2010, A1. Location in patent: Page/Page column 55-56
[2] Patent: WO2003/99793, 2003, A1. Location in patent: Page 163
[3] Journal of Natural Products, 2017, vol. 80, # 12, p. 3284 - 3288
[4] Patent: US2018/86772, 2018, A1. Location in patent: Page/Page column 6
[5] Bioorganic and Medicinal Chemistry, 1998, vol. 6, # 9, p. 1429 - 1437
