Subsequently, additional carbon tetrachloride (15 mL) was added and stirring was continued for 1 hour. Upon completion of the reaction, the mixture was diluted with ether, washed sequentially with water, dried with anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with the eluent ethyl acetate/hexane (1:4) to afford the title compound methyl 3-cyano-5-methylbenzoate (5 g, 95% yield) as a white solid with a melting point of 68-69°C. 1H-NMR (200 MHz, CDCl3) δ: 2.45 (3H, s), 3.95 (3H, s), 7.64 (1H , s), 8.07 (1H, s), 8.12 (1H, s). Mass spectrum (EI) m/z: 175 (M+).
![Benzoic acid, 3-[(hydroxyimino)methyl]-5-methyl-, methyl ester](/CAS/20210305/GIF/1205514-73-3.gif)
