Acetic Acid → HCID 23204093, compound

Participants

Reaction Steps

A stirred solution of ethyl (RS)-4-[2-acetyl-5-(3-thienylmethoxy)phenoxy]-4-(2-methylphenyl)butanoate (1 g) in methanol (50 mL) is treated, portionwise, with sodium borohydride (0.1 g), and stirred at ambient temperature for one hour. It is then treated with dilute acetic acid (50 mL; 1 N) and extracted with ethyl acetate (2×50 mL). The combined organic extracts are washed with water (2×50 mL) dried over magnesium sulphate, filtered and concentrated in vacuo. Flash chromatography on silica gel, eluting with a mixture of ethyl acetate and cyclohexane (1:5 v/v) gives ethyl (RS,RS)-4-[2-(1-hydroxyethyl)-5-(3-thienylmethoxy)phenoxy]-4-(2-methylphenyl)butanoate.

Provenance & Evidence