Water → 5-chloromethyl-2-methyl-2H-tetrazole

Participants

Reaction Steps

5-chloromethyl-1H-tetrazole (300 mg, 2.53 mmol) prepared the above a was dissolved in DMF (10 ml), therein K2CO3 (455 mg, 3.29 mmol) was added. Thereafter, therein MeI (0.16 ml, 2.53 mmol) was slowly added dropwise for 4 hours at room temperature, the reaction mixture was stirred at room temperature. After the said reaction was completed, water (30 ml) was added to the reaction mixture. The reaction mixture was extracted with ether (50 μl), thereafter the organic layer was washed with saturated brine solution, dried over anhydrous MgSO4, and concentrated. The residue was purified by silcagel column chromatography (developing solvent-n-hexane:ethyl acetate=4:1) to give 5-chloromethyl-1-methyl-1H-tetrazole (88.1 mg, 26%) and 5-chloromethyl-2-methyl-2H-tetrazole (184.2 mg, yield: 55%).

Provenance & Evidence