Potassium Carbonate → Methyl 7-(4-(tert-butoxycarbonyl)phenoxy)-6-cyanochroman-4-carboxylate

Participants

Reaction Conditions

Reaction Steps

To methyl 6-cyano-7-fluoro-3,4-dihydro-2H-chromene-4-carboxylate (3.04 g, 12.9 mmol), tert-butyl 4-hydroxybenzoate (3.10 g, 16.0 mmol) and potassium carbonate (4.47 g, 32.3 mmol) in 20 mL of NMP was added oven dried powdered 4 Angstrom sieves (2.5 gm), the reaction was degassed with argon for 15 minutes then heated at 110° C. overnight. The reaction was diluted with ethyl acetate and water. The organic layer was dried, concentrated and the residue flashed with 4:1 hexanes/ethyl acetate to 3:1 hexanes/ethyl acetate to provide the desired product (2.3 g, 44%).

Provenance & Evidence