Hexamethylenediamine → Hexamethylenediammonium d-glucarate salt

Participants

Reaction Steps

Aqueous D-glucaric acid (1, ˜1 M, 5.0 mL) and aqueous hexamethylenediamine (1 M, 5.25 mL) were mixed in a round bottom flask, and stirred at room temperature for 10 min. The reaction mixture was then stirred at 78° C. for 16 h and concentrated to less than 25% of the total volume. Methanol (6˜8 mL) was added drop-wise to the concentrated solution to precipitate out a large quantity of white solid which was removed by filtration, washed with methanol (2×5 mL), and dried under vacuum at room temperature for 24 h to give hexamethylenediammonium D-glucarate salt (4a, 1.04 g, 3.19 mmol, 63.71%).

Provenance & Evidence