Potassium Iodide → methyl 5-(diphenylmethyl)-2H-tetrazole-2-nonanoate

Participants

Reaction Steps

A mixture of 5-(diphenylmethyl)-1H-tetrazole (5 g, 21 mmol) obtained according to J. W. Cusic, U.S. Pat. No. 3,155,666, methyl 9-bromononanoate (5.84 g, 23 mmol), potassium carbonate (3.50 g, 25 mmol), potassium iodide (catalytic quantity) and DMF (75 mL) was stirred at 110° C. for 15 minutes. The mixture was cooled, diluted with water and extracted three times with diethyl ether. The combined extracts were washed three times with water, dried over sodium sulfate and concentrated in vacuo to give an oil. Chromatography on a column of silica gel using a mixture of hexanes and diethyl ether (1:1) as eluent gave methyl 5-(diphenylmethyl)-2H-tetrazole-2-nonanoate (6.50 g, 75%).

Provenance & Evidence