Water → Methyl 3-cyano-4-hydroxybenzoate

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl 4-hydroxy-3-iodobenzoate (2.78 g) and Zn(CN)2 (1.409 g) in N,N-dimethylformamide (DMF) (30 mL) stirred under nitrogen at room temperature was added Pd(Ph3P)4 (1.155 g). The reaction mixture was stirred at 140° C. for 12 h. After cooling the reaction, EA (100 mL) and water (40 mL) were added to the solution. After filtration, the filtrate was washed with water and brine, dried over anhydrous Na2SO4. The solvent was removed under reduced pressure and the crude product was purified by column chromatography to afford methyl 3-cyano-4-hydroxybenzoate (D21) (1.3 g) as a white solid. MS (ES): C9H7NO3 requires 177. found 178.0 (M+H+).

Provenance & Evidence