(3,5-Dimethoxyphenyl)acetic acid → 2-(3,5-Dimethoxyphenyl)ethanol

Participants

Reaction Conditions

Reaction Steps

To a mixture of LiAlH4 (1.05 g) in dioxane (100 ml) was added a solution of 3,5-dimethoxyphenyl acetic acid (5.32 g) in dioxane (20 ml) portionwise at 0° C. The mixture was stirred at room temperature for 0.5 hour and at 50° C. for 2 hours. The mixture was quenched with conc. NH4OH and filtered through Celite. The filtrate was evaporated to yield 3,5-dimethoxyphenethyl alcohol (5.1 g). IR (Neat) 3400, 1600 cm−1; MS (GC−EI) 182 (M+), 151 (M−MeO).

Provenance & Evidence