Benzoic acid, 2-amino-6-hydroxy-

53600-33-2

567-62-4

General procedure for the synthesis of 6-hydroxy-o-toluic acid from 2-amino-6-methoxybenzoic acid: boron tribromide (1 M in dichloromethane, 3 eq.) was slowly added dropwise to an anhydrous dichloromethane solution of 2-amino-6-methoxybenzoic acid (1 eq.) at -78 °C (dry ice/acetone bath). The reaction mixture was stirred at room temperature and under nitrogen protection for 18 hours. Upon completion of the reaction, the reaction was quenched by the addition of ethanol and methanol, followed by evaporation to remove the solvent to give a brown solid product. The product can be used in subsequent reactions without further purification. The product was a brown solid in 75% yield.