Hydrochloric Acid → 2-[(3,4-dihydro-5-methoxy-2-naphthyl)methyl]-6-diphenylmethyl-3(2H)-pyridazinone

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Reaction Steps

To a solution of potassium tert-butoxide (0.39 g) and 18-crown-6 (0.08 g) in dry N,N-dimethylformamide (4 ml) was added 6-diphenylmethyl-3(2H)-pyridazinone (0.83 g) at room temperature. After ten minutes, 3-bromomethyl-1,2-dihydro-8-methoxynaphthalene (0.80 g) was added to the solution and stirred at the same temperature overnight. The reaction mixture was poured into ethyl acetate and 1N hydrochloric acid and the organic layer was separated, washed with water, aqueous sodium hydrogencarbonate solution and brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1) to give 2-[(3,4-dihydro-5-methoxy-2-naphthyl)methyl]-6-diphenylmethyl-3(2H)-pyridazinone (0.55 g).

Provenance & Evidence