Ethanol → HCID 68154234, compound

Participants

Reaction Conditions

Reaction Steps

3.44 g (20.0 mmol) of 2-hydroxy-1-naphthaldehyde was dissolved in 50 ml ethanol under heating, and 2.14 g (20.0 mmol) of p-toluidine was added. After stirring under reflux at 70° C. for 1 hour, completion of the reaction was confirmed by TLC. Upon concentration of the solution with an evaporator to about 40 ml, a crystal was formed, which was filtered by Kiriyama funnel. Drying under reduced pressure at 25° C. for 24 hours gave 2-hydroxy-1-naphthylmethylidene-4-methylaniline (hereinafter, also referred to as “HNPT”) as a yellow crystal (4.70 g, 90%). 1.06 g (4.00 mmol) of HNPT was dissolved in a mixed solvent of 20 ml tetrahydrofuran and 30 ml ethanol, and 50 ml of an ethanol solution of 0.40 g (2.00 mmol) of copper acetate monohydrate was added with stirring. Upon stirring under reflux at 70° C. for 1 hour, a crystal was deposited. Completion of the reaction was confirmed by TLC. The resulting crystal was filtered by Kiriyama funnel, and washed sufficiently with ethanol. Drying under reduced pressure at 25° C. for 24 hours gave a crude product of a complex compound NPTCu of the following formula as a red-brown crystal (1.17 g, 94%). A part of the resulting crystal was dissolved in tetrahydrofuran, and ethanol having a 4-fold volume thereof was added to deposit a crystal. This crystal was filtered, and dried under reduced pressure to give a purified product of the complex compound NPTCu.

Provenance & Evidence