Hydrochloric Acid → [Rac]-3-[4-(2-tert-butyl-5-methyl-oxazol-4-ylmethoxy)-2-methyl-phenyl]-2-ethoxy-propionic acid

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To a solution of [rac]-3-[4-(2-tert-butyl-5-methyl-oxazol-4-ylmethoxy)-2-methyl-phenyl]-2-ethoxy-propionic acid ethyl ester (50 mg, 0.124 mmol) in THF/methanol 2/1 (0.75 ml) was added a 1 N aqueous LiOH solution (0.75 ml, 0.72 mmol). The reaction mixture was stirred for 2 h at ambient temperature, neutralized with 1 N aqueous HCl solution under ice cooling and concentrated under reduced pressure. The residue was dissolved in 1 N HCl/ice water 1/1 and ethyl acetate, the layers were separated and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with ice water/brine 1/1, dried over sodium sulfate and the solvent was evaporated in vacuo to give the title compound (44 mg, 0.117 mmol, 95%) as colorless crystals.

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