Potassium Carbonate → (E)-3-(2-methyl-benzooxazol-4-yloxy)-but-2-enoic acid ethyl ester

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-methyl-benzooxazol-4-ol (0.940 g, 6.30 mmol), ethyl-2-butynoate (4.24 g, 37.81 mmol) and potassium carbonate (0.956 g, 6.92 mmol) in tetrahydrofuran (20 mL) was placed in a sealed tube and heated at 100° C. for 5.5 h. The reaction mixture was cooled to room temperature, filtered and concentrated in vacuo. The residue was purified by ISCO Combiflash chromatography (Analogix SF-25, 2% to 15% ethyl acetate/hexanes) which afforded (E)-3-(2-methyl-benzooxazol-4-yloxy)-but-2-enoic acid ethyl ester (0.920 g, 56%) as a light yellow solid.

Provenance & Evidence