148459-54-5

(4-Amino-3-methoxyphenyl)methanol is a key intermediate in cyclotriveratrylene chemistry.

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).

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[5] Patent: US6008229, 1999, A