Potassium Carbonate → HCID 86598327, compound

Participants

Reaction Conditions

Reaction Steps

2-(Bromomethyl)naphthalene (453 mg, 1.97 mmol), potassium carbonate (340 mg, 2.46 mmol) and potassium iodide (14 mg, 0.084 mmol) were added in turn to a solution of N-trifluoroacetyl-3-hydroxy-L-phenylalanine ethyl ester (500 mg, 1.64 mmol) in methyl ethyl ketone (20 ml) and the mixture was stirred under argon atmosphere at 60° C. for 14 hrs. The reaction mixture was cooled to room temperature and the insoluble materials were filtered off and washed with ethyl acetate. The filtrate and washings were combined and washed with water and brine and then dried. The solvent was distilled off under reduced pressure. The residue was purified, by column chromatography on silica gel (n-hexane/ethyl acetate=12) to give N-trifluoroacetyl-3-[(2-naphthyl)methoxy]-L-phenylalanine ethyl ester (576 mg, 79%) as colorless crystals.

Provenance & Evidence