Sodium Iodide → HCID 12992843, compound

Participants

Reaction Steps

1,2,3-Triazole (1454 mg, 21.05 mmol), sodium iodide (2103 mg, 14.03 mmol) and sodium hydroxide (842 mg, 21.05 mmol) were added to t-amyl alcohol (5.5 ml), and the mixture was refluxed under stirring for 1 hour. 1-(Chloromethyl)naphthalene (2478 mg, 14.03 mmol) was dissolved in t-amyl alcohol (5.5 ml) and added dropwise under reflux over 1 hour. The mixture was refluxed under stirring for 1 hour. The mixture was cooled to room temperature and toluene (50 ml) was added. The mixture was washed with water (50 ml×2), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=2/1→1/3) to give 1-(1-naphthylmethyl)-1H-1,2,3-triazole (2.47 g) as white crystals (yield 84%), and 2-(1-naphthylmethyl)-2H-1,2,3-triazole as a colorless oil (136 mg, yield 5%). 1-(1-naphthylmethyl)-1H-1,2,3-triazole

Provenance & Evidence