Triethylamine → methanesulfonic acid 2-(2-isopropyl-2H-tetrazol-5-yl)-ethyl ester

Participants

Reaction Steps

To a mixture of 2-(2-isopropyl-2H-tetrazol-5-yl)-ethanol and 2-(1-isopropyl-1H-tetrazol-5-yl)-ethanol (1.5 g, 9.6 mmol) in methylene chloride (40 mL) was added methanesulfonyl chloride (0.82 mL, 11 mmol) and triethylamine (2.67 mL, 19.2 mmol). The solution was stirred at room temperature for 6 h, loaded on to a silica gel column, and eluted using methylene chloride/heptane followed by ethyl acetate/methylene chloride to provide methanesulfonic acid 2-(2-isopropyl-2H-tetrazol-5-yl)-ethyl ester (370 mg, 17% yield) and methanesulfonic acid 2-(1-isopropyl-1H-tetrazol-5-yl)-ethyl ester (80 mg, 4% yield).

Provenance & Evidence