Hydrochloric Acid → methyl (2R,6S)-6-(3,4,5-trifluorophenyl)piperidine-2-carboxylate

Participants

Reaction Steps

A solution of 4 N hydrochloric acid in ethyl acetate (20 mL) was added to a solution of methyl(R)-2-tert-butoxycarbonylamino-6-oxo-6-(3,4,5-trifluorophenyl)hexanoate (4.0 g) in ethyl acetate (20 mL), and the reaction solution was stirred at room temperature for 14 hours. The reaction solution was concentrated under reduced pressure. Then, ethyl acetate and saturated sodium bicarbonate water were added to the residue, and the organic layer was separated. The resulting organic layer was dried over magnesium sulfate and then concentrated under reduced pressure. 10% palladium-carbon (100 mg) was added to a solution of the resulting residue in ethyl acetate (50 mL), and the reaction solution was stirred in a hydrogen stream at room temperature for six hours. The reaction solution was filtered through celite, and the filtrate was concentrated under reduced pressure to obtain 2.7 g of the title compound. The property value of the compound is as follows.

Provenance & Evidence