Sodium Hydroxide → HCID 9955206, compound

Participants

Reaction Steps

A 15% aqueous solution of NaOH (4 ml) was added to a solution of ethyl 3-(4-(2-(12H-dibenzo(d,g)-1,3-dioxocine-12-ylidene)ethoxy)phenyl)-2-ethoxypropionate (0.95 g, 2.0 mmol) in ethanol (15 ml), and the-mixture stirred at room temperature for 2 h, then left to stand overnight. The resulting solution was evaporated, water (20 ml) and benzene (25 ml) were added, and the mixture acidified to pH 6 with acetic acid. The benzene layer was separated, and the water layer further extracted with benzene (2×10 ml). The combined benzene extracts were washed with water (20 ml), brine (15 ml), dried (MgSO4) and evaporated to give 3-(4-(2-(12H-dibenzo(d,g)-1,3-dioxocine-12-ylidene)ethoxy)phenyl)-2-ethoxypropionic acid,: 0.79 g (83.2%). This acid (0.76 g, 1.6 mmol) was dissolved in acetone (30 ml), L-lysine (0.234 g, 1.6 mmol) and water (3 ml) were added and the mixture stirred at room temperature for 2 h. The solution was filtered, evaporated, and the residue stirred with a mixture of Et2O (20 ml) and acetone (20 ml) overnight. The resulting solid was collected by filtration, washed with Et2O (2×30 ml) and dried to give the title compound as a partial hydrate: 0.90 g (93.5%).

Provenance & Evidence