Hydrochloric Acid → HCID 58697770, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3.74 g of (−)-(R)-methoxy-phenyl-acetic acid (R)-1-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-propyl ester in 19 mL of tetrahydrofuran and 19 mL of ethanol at 0° C. was dropwise added 24.5 mL of a molar solution of sodium hydroxide in 20.4 mL of water. The resulting mixture was stirred at 0° C. for 15 minutes then 24.5 mL of a 5N solution of hydrochloric acid in 20.4 mL of water was added. After removal of the organic solvents under vacuum, the mixture was extracted with ethyl acetate, filtered through a silicone treated paper filter and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (dichloromethane 90/ethyl acetate 10) to give 2.09 g of (+)-(R)-1-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-propan-1-ol.

Provenance & Evidence