Methyl iodide → 4-(2-Methyl-2H-tetrazol-5-yl)-benzaldehyde

Participants

Reaction Steps

With ice-cooling, a solution of 75.5 g (0.434 mol) of 4-(tetrazol-5-yl)-benzaldehyde (Step 35.1) in 550 ml of DMF/dioxane (1:1) is added dropwise to 179.7 g (1.30 mol) of K2CO3 in 200 ml of DMF/dioxane (1:1); stirring is carried out for 30 min and then 40 ml (0.64 mol) of methyl iodide are added dropwise. The reaction mixture is stirred for 3 hours in an ice bath and finally for 15 hours at RT, poured into 2.8 liters of ice-water and stirred for 10 min, and the compound is filtered off and washed with water, yielding 4-(2-methyl-2H-tetrazol-5-yl)-benzaldehyde; m.p. 137-139° C.

Provenance & Evidence