Benzyl Bromide → 2-(1-benzyl-1H-tetrazol-5-yl)benzaldehyde

Participants

Reaction Steps

To a solution of 2-(1H-tetrazol-5-yl)benzaldehyde (100 mg, 0.57 mmol, synthesized in Example 117 (1)) in a 3:1 solution (4 mL) of tetrahydrofuran and N,N-dimethylformamide was added potassium carbonate (0.12 g, 0.86 mmol), benzyl bromide (82 μL, 0.69 mmol) at room temperature, successively. After being stirred at room temperature overnight, the reaction mixture was diluted with a 5:2 solution (7 mL) of ethyl acetate and hexane. The solution was washed with water twice, brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=100/0 to 80/20) to obtain the title compound (126 mg, 83%).

Provenance & Evidence