Sodium Iodide → N-[4-(4-diphenylmethyl-1-piperazinyl)-2-butenyl]phthalimide

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Reaction Steps

A mixture of 5.0 g of N-(4-bromo-2-butenyl)phthalimide [cf. Chem. Ber., 93, 2282 (1960)], 5.0 g of 1-diphenylmethylpiperazine, 3.0 g of potassium carbonate, 3.0 g of sodium iodide, and 100 ml of dimethylformamide is stirred at room temperature for 20 hours. After removal of the dimethylformamide by distillation under reduced pressure below 50° C., 50 ml of water is added, and the aqueous mixture is extracted with three 50-ml portions of chloroform. The combined extracts are washed with water, dried over magnesium sulfate, and concentrated. The residue is chromatographed on silica gel with toluene to give 4.1 g of N-[4-(4-diphenylmethyl-1-piperazinyl)-2-butenyl]phthalimide.

Provenance & Evidence