Hydrochloric Acid → HCID 178461659, compound

Participants

Reaction Steps

A solution of (2R,3S)-2-(2,4-difluorophenyl)-3-(4-[1-ethoxymethyl-1,2,3-triazol-5-yl]phenyl)-1-(1,2,4-triazol-1-yl)butan-2-ol (5.2 g, 0.11 mol-see Example 25) in ethanol (50 ml) was treated with dilute hydrochloric acid (2N, 12 ml) and the mixture was heated under reflux for one hour. The mixture was cooled to room temperature and the solvent was removed under reduced pressure. The residue was dissolved in water (50 ml) and the mixture was neutralized by addition of solid sodium carbonate and was extracted with ethyl acetate (2×100 ml). The combined extracts were dried (MgSO4) and evaporated under reduced pressure to yield a colourless foam. The crude product was purified by column chromatography on silica by elution with ethyl acetate/diethylamine (95:5) followed by ethyl acetate/methanol (90:10 then 80:20). Fractions containing the desired product were combined and evaporated under reduced pressure to yield the title compound as a colourless foam (3.7 g, 82%), [α]D25 =-63.8°.

Provenance & Evidence