Hydrochloric Acid → 2-(2,6-Dimethoxyphenyl)ethanol

Participants

Reaction Steps

A solution of (3,5-dimethoxy)phenylacetic acid (3 g) in Et2O (100 mL) was cooled to 0° C. and LiAlH4 (1M in Et2O, 16.8 mL) was added. The mixture was warmed to room temperature and stirred for 5 h, whereupon the pH was adjusted to 5 using HCl (1 M). The mixture was washed with H2O/EtOAc and the organic layer was separated. The aqueous layer was extracted with EtOAc. The combined organic layers were dried (MgSO4) and concentrated in vacuo to give 3,5-dimethoxy-4-(2-hydroxyethyl)benzene (2.8 g) as a crude product.

Provenance & Evidence