Dimethylformamide → Methyl 4-cyano-3-methylbenzoate

Participants

Reaction Steps

To a microwave tube, was added methyl 4-bromo-3-methylbenzoate (100 mg, 0.437 mmol), Pd(Ph3P)4 (25.2 mg, 0.022 mmol), Zn(CN)2 (51.3 mg, 0.437 mmol) and DMF (2 mL). The mixture was flushed with N2 and capped tightly. The reaction mixture was exposed to microwave irradiation at 150° C. for 5 min. The mixture was diluted with EtOAc and washed with water. The organic layer was dried (Na2SO4), filtered and the solvent was evaporated in vacuo. The residue was purified by flash chromatography on silica gel to give methyl 4-cyano-3-methylbenzoate. LCMS calc.=176.1; found=176.1 (M+1)+. 1H NMR (500 MHz, CDCl3) δ 8.02 (s, 1 H); 7.95 (d, J=8.1 Hz, 1 H); 7.71 (d, J=8.0 Hz, 1 H); 7.29 (s, 1H); 3.98 (s, 3 H); 2.64 (s, 3 H).

Provenance & Evidence