Water → HCID 131723087, compound

Participants

Reaction Steps

To a solution of (4E)-N-methyl-5-(3,4-dichlorophenyl)-4-penten-2-amine (417.7 mg, 1.711 mmol) in absolute ethanol (6.3 mL) was added galactaric acid (179.8 mg, 0.855 mmol). Water (1.3 mL) was added drop-wise while gently warming the solution. The solution was filtered through glass wool to remove a few insoluble particles, washing the filter plug with ethanol-water (4:1, v/v) (2 mL). The filtrate was diluted with ethanol (10 mL), cooled to ambient temperature, and further cooled at 5° C. for 18 h. Because only a small amount of salt precipitated, the mixture was concentrated on a rotary evaporator. The resulting off-white solids were recrystallized from 2-propanol-water. After cooling at 5° C. for 16 h, the solids were filtered, washed with cold 2-propanol and vacuum dried at 40° C. to give 407 mg (68.1%) of a white to off-white, crystalline powder, mp 155-157° C.

Provenance & Evidence