Hydrofluoric Acid → Ethyl 4-methyl-1H-1,2,3-triazole-1-acetate

Participants

Reaction Steps

To a solution of 0.77 g (3.2 mmol) of ethyl[4-methyl-5-(trimethylsilyl)-1H-1,2,3-triazole-1-yl]acetate from step A in 2 mL of THF was added 1.3 mL (32 mmol) of a solution of 50% hydrofluoric acid in water. The resulting mixture was stirred at room temperature for 3 h and then evaporated to dryness in vacuo. Next, 5 mL of a 2.0 N ammonia in methanol solution was added and then the mixture was again evaporated to dryness in vacuo. The mixture was dissolved in dichloromethane, filtered and then evaporated in vacuo to afford the title compound as a clear gum (0.51 g. 93%). 1HNMR (500 MHz, CDCl3) δ: 7.5 (s, 1H), 5.05 (s, 2H), 4.23 (m, 2H), 2.30 (s, 3H), 1.30 (m, 3H).

Provenance & Evidence