1-Naphthol → HCID 57141760, compound

Participants

Reaction Steps

To a solution of (2R)-2-bromo-4-carbobenzyloxy-butyric acid methyl ester (1.00 g, 3.17 mmol) and 1-naphthol (0.500 g, 3.47 mmol) in dimethylformamide (4.0 mL) at room temperature under nitrogen was added powdered anhydrous K2CO3 (0.560 g, 4.7 mmol). After stirring at room temperature for 3.5 hrs, the mixture was partitioned between EtOAc-water. The organic phase was washed with water, 5% KHSO4 and saturated NaCl solutions, dried over anhydrous Na2SO4 and evaporated to a yellow oil. The crude product was purified by flash chromatography on silica gel eluting with Et2O-hexane(1:4) to give the title compound (1.105 g, 92%) as a pale yellow oil. TLC(Et2O-hexane; 3:7; 2 developments) Rf=0.33 (bromide Rf=0.52; 1-naphthol Rf=0.41).

Provenance & Evidence