2,3-Dimethoxybenzylamine was used in the synthesis of di-,tri- and tetrapeptide linked dicatechol derivatives and 1-aryl-2,3-dihydro-1H-isoindoles (isoindolines).
Add 14.0g of anhydrous zinc chloride, 11.0g of potassium borohydride and 150ml of tetrahydrofuran into a 500ml round bottom flask, protected by nitrogen, stirred at room temperature for 2.5 hours, add 60ml of toluene and 13.0g of 2,3-dimethoxybenzoic acid amine, evaporate part of the solvent with heat and react at 100 for 3.5 hours, after cooling, pour into 150mL of 10% hydrochloric acid, then dropwise add 10% potassium hydroxide solution to pH 11, filtered, the filtrate was extracted with ether (20 ml), the extracts were combined, dried with anhydrous sodium sulfate, evaporated off the ether, distilled under reduced pressure, and 6.72 g of the fractions at 151~152.5 C/13 mmHg were collected, 71.9% yield of 2,3-dimethoxybenzylamine.
