Synthesis
3-Methoxy-4-nitrobenzyl alcohol (5 g, 27 mmol) was used as starting material, which was dissolved in methanol (250 mL) and subsequently transferred to a reaction flask containing 10% Pd-C catalyst (5 mol%). The reaction mixture was stirred and reacted overnight under hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by filtration through a diatomaceous earth plug and the filtrate was concentrated. The crude product was purified by silica gel column chromatography using EtOAc/hexane as eluent to give the final 4-amino-3-methoxybenzyl alcohol as a colorless oil (0.5 g, 15% yield).
References
[1] Bulletin de la Societe Chimique de France, 1993, vol. 130, # 1, p. 93 - 95
[2] Patent: WO2005/97752, 2005, A1. Location in patent: Page/Page column 124-125
[3] Tetrahedron, 2004, vol. 60, # 19, p. 4295 - 4302
[4] Patent: US5994368, 1999, A
[5] Patent: US6008229, 1999, A