Trifluoroacetic acid → (S)-2-amino-N,N-dimethyl-3-phenylpropanamide

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Reaction Steps

((S)-1-Dimethylcarbamoyl-2-phenyl-ethyl)-carbamic acid tert-butyl ester (2.0 g, 6.85 mmol) was dissolved in methylene chloride (20 mL) at 0° C. Trifluoroacetic acid (20 mL) was added. The mixture was stirred for 2 h and evaporated. The residue was dissolved in methylene chloride and very carefully basified using saturated aqueous sodium bicarbonate. The organic layer was separated and the aqueous layer was extracted using methylene chloride. The combined organic extracts were washed with water and brine, and then dried over sodium sulfate to give (S)-2-amino-N,N-dimethyl-3-phenyl-propionamide (1.0 g, 76%) as yellow oil.

Provenance & Evidence