3-[3-(1-Benzyloxycarbonyl-1-methyl-ethoxy)-phenyl]-piperidine-1-carboxylic acid tert-butyl ester → 2-Methyl-2-(3-piperidin-3-yl-phenoxy)-propionic acid benzyl ester

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Reaction Steps

3-[3-(1-Benzyloxycarbonyl-1-methyl-ethoxy)-phenyl]-piperidine-1-carboxylic acid tert-butyl ester was dissolved in 125 mL of 20% trifluoroacetic acid/methylene chloride and stirred for 20 minutes. The reaction mixture was evaporated under reduced pressure. The resultant oil was taken up in 400 mL water, made basic with 5N aqueous sodium hydroxide and extracted with ethyl acetate (3×300 mL). The extracts were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to yield 11.72 g (54% 3 steps) of 2-methyl-2-(3-piperidin-3-yl-phenoxy)-propionic acid benzyl ester as a pale yellow oil.

Provenance & Evidence